{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,11]],"date-time":"2026-03-11T12:15:29Z","timestamp":1773231329904,"version":"3.50.1"},"reference-count":76,"publisher":"MDPI AG","issue":"10","license":[{"start":{"date-parts":[[2018,10,19]],"date-time":"2018-10-19T00:00:00Z","timestamp":1539907200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia, Portugal","award":["UID\/QUI\/00100\/2013, PTDC\/QEQ-ERQ\/1648\/2014, PTDC\/QEQ-QIN\/3967\/2014 and SFRH\/BPD\/86067\/2012"],"award-info":[{"award-number":["UID\/QUI\/00100\/2013, PTDC\/QEQ-ERQ\/1648\/2014, PTDC\/QEQ-QIN\/3967\/2014 and SFRH\/BPD\/86067\/2012"]}]},{"name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia, Portugal","award":["UID\/QUI\/00100\/2013, PTDC\/QEQ-ERQ\/1648\/2014, PTDC\/QEQ-QIN\/3967\/2014 and SFRH\/BPD\/86067\/2012"],"award-info":[{"award-number":["UID\/QUI\/00100\/2013, PTDC\/QEQ-ERQ\/1648\/2014, PTDC\/QEQ-QIN\/3967\/2014 and SFRH\/BPD\/86067\/2012"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Bis(2-hydroxybenzylidene)isophthalohydrazide (H4L) has been used to synthesize the dinuclear [Cu2(1\u03baNO2:2\u03baN\u2032O\u20322-H2L)(NO3)2(H2O)2] (1) and the tetranuclear [Cu4(\u03bc-1\u03baNO2:2\u03baN\u2032O2-H2L)2(\u03bc-NO3)2(H2O)4]\u00b72C2H5OH (2) complexes. The solvent plays an important role in determining the ligand behaviour in the syntheses of the complexes. An ethanol-acetonitrile mixture of solvents favours partials enolization in the case of 2. Both complexes have been characterized by elemental analysis, infrared radiation (IR), single crystal X-ray crystallography and electrochemical methods. The variable temperature magnetic susceptibility measurements of 2 show strong antiferromagnetic coupling between the central nitrato-bridged Cu (II) ions. The catalytic activity of both 1 and 2 has been screened toward the solvent-free microwave-assisted oxidation of alcohols and the peroxidative oxidation of alkanes under mild conditions. Complex 1 exhibits the highest activity for both oxidation reactions, leading selectively to a maximum product yield of 99% (for the 1-phenylethanol oxidation after 1 h without any additive) and 13% (for the cyclohexane oxidation to cyclohexyl hydroperoxide, cyclohexanol and cyclohexanone after 3 h).<\/jats:p>","DOI":"10.3390\/molecules23102699","type":"journal-article","created":{"date-parts":[[2018,10,19]],"date-time":"2018-10-19T10:08:02Z","timestamp":1539943682000},"page":"2699","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":27,"title":["Peroxidative Oxidation of Alkanes and Alcohols under Mild Conditions by Di- and Tetranuclear Copper (II) Complexes of Bis (2-Hydroxybenzylidene) Isophthalohydrazide"],"prefix":"10.3390","volume":"23","author":[{"given":"Manas","family":"Sutradhar","sequence":"first","affiliation":[{"name":"Centro de Qu\u00edmica Estrutural, Instituto Superior T\u00e9cnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4060-1057","authenticated-orcid":false,"given":"Elisabete C.B.A.","family":"Alegria","sequence":"additional","affiliation":[{"name":"Centro de Qu\u00edmica Estrutural, Instituto Superior T\u00e9cnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal"},{"name":"Chemical Engineering Departament, Instituto Superior de Engenharia de Lisboa, Instituto Polit\u00e9cnico de Lisboa, R. Conselheiro Em\u00eddio Navarro, 1, 1959-007 Lisboa, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4836-2409","authenticated-orcid":false,"given":"M. F\u00e1tima C.","family":"Guedes da Silva","sequence":"additional","affiliation":[{"name":"Centro de Qu\u00edmica Estrutural, Instituto Superior T\u00e9cnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7184-6693","authenticated-orcid":false,"given":"Cai-Ming","family":"Liu","sequence":"additional","affiliation":[{"name":"National Laboratory for Molecular Sciences, Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8323-888X","authenticated-orcid":false,"given":"Armando J. L.","family":"Pombeiro","sequence":"additional","affiliation":[{"name":"Centro de Qu\u00edmica Estrutural, Instituto Superior T\u00e9cnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2018,10,19]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"91","DOI":"10.1016\/bs.adomc.2015.02.004","article-title":"Catalytic oxidation of alcohols: Recent advances","volume":"63","author":"Kopylovich","year":"2015","journal-title":"Adv. Organomet. Chem."},{"key":"ref_2","unstructured":"Pombeiro, A.J.L. (2014). Microwave-assisted catalytic oxidation of alcohols to carbonyl compounds. Advances in Organometallic Chemistry Catalysis, John Wiley & Sons. Chapter 18."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"3037","DOI":"10.1021\/cr0200116","article-title":"Oxidation of Alcohols with Molecular Oxygen on Solid Catalysts","volume":"104","author":"Mallat","year":"2004","journal-title":"Chem. Rev."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"6234","DOI":"10.1021\/cr300527g","article-title":"Aerobic copper-catalyzed organic reactions","volume":"113","author":"Allen","year":"2013","journal-title":"Chem. Rev."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"157","DOI":"10.1016\/S0920-5861(99)00317-X","article-title":"New developments in catalytic alcohol oxidations for fine chemicals synthesis","volume":"57","author":"Sheldon","year":"2000","journal-title":"Catal. Today"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"8824","DOI":"10.1002\/anie.201403110","article-title":"Practical aerobic oxidations of alcohols and amines with homogeneous copper\/TEMPO and related catalyst systems","volume":"53","author":"Ryland","year":"2014","journal-title":"Angew. Chem. Int. Ed. Engl."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"2464","DOI":"10.1039\/C4EE00389F","article-title":"Molecular catalysts for hydrogen production from alcohols","volume":"7","author":"Trincado","year":"2014","journal-title":"Energy Environ. Sci."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"774","DOI":"10.1021\/ar010075n","article-title":"Catalytic Oxidations of Alcohols","volume":"35","author":"Sheldon","year":"2002","journal-title":"Acc. Chem. Res."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"681","DOI":"10.1021\/cr900202j","article-title":"Dehydrogenation as a Substrate-Activating Strategy in Homogeneous Transition-Metal Catalysis","volume":"110","author":"Dobereiner","year":"2010","journal-title":"Chem. Rev."},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Mizuno, N. (2009). Modern Heterogeneous Oxidation Catalysis, Wiley-VCH Verlag GmbH & Co. KGaA.","DOI":"10.1002\/9783527627547"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"1051","DOI":"10.1002\/adsc.200404110","article-title":"Organocatalytic Oxidations Mediated by Nitroxyl Radicals","volume":"346","author":"Sheldon","year":"2004","journal-title":"Adv. Synth. Catal."},{"key":"ref_12","first-page":"224","article-title":"Microwave-assisted peroxidative oxidation of toluene and 1-phenylethanol with monomeric keto and polymeric enol aroylhydrazone Cu(II) complexes","volume":"439","author":"Sutradhar","year":"2017","journal-title":"Mol. Cat."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"557","DOI":"10.1016\/j.molcata.2016.07.015","article-title":"The influence of multiwalled carbon nanotubes and graphene oxide additives on the catalytic activity of 3d metal catalysts towards alcohol oxidation","volume":"426","author":"Ribeiro","year":"2017","journal-title":"J. Mol. Catal. Chem."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"283","DOI":"10.1016\/j.molcata.2016.10.023","article-title":"Copper(II) and cobalt(II) tetrazole-saccharinate complexes as effective catalysts for oxidation of secondary alcohols","volume":"425","author":"Frija","year":"2016","journal-title":"J. Mol. Cat. Chem."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"2303","DOI":"10.1021\/acs.cgd.5b00083","article-title":"Novel coordination polymers with (pyrazolato)-based tectons: Catalytic activity in the peroxidative oxidation of alcohols and cyclohexane","volume":"15","author":"Timokhin","year":"2015","journal-title":"Cryst. Growth Des."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"50","DOI":"10.1016\/j.apcata.2015.01.005","article-title":"Oxido vanadium complexes with tridentate aroylhydrazone as catalyst precursors for solvent-free microwave-assisted oxidation of alcohol","volume":"493","author":"Sutradhar","year":"2015","journal-title":"Appl. Catal. Gen."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"4946","DOI":"10.1002\/ejic.201402578","article-title":"Tetranuclear copper(II) complexes with macrocyclic and open-chain disiloxane ligands as catalyst precursors for hydrocarboxylation and oxidation of alkanes and 1-phenylethanol","volume":"29","author":"Zaltariov","year":"2014","journal-title":"Eur. J. Inorg. Chem."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"588","DOI":"10.1002\/chem.201203254","article-title":"Template syntheses of copper(II) complexes from arylhydrazones of malononitrile and their catalytic activity towards alcohol oxidations and the nitroaldol reaction: Hydrogen bond-assisted ligand liberation and E\/Z isomerisation","volume":"19","author":"Kopylovich","year":"2013","journal-title":"Chem. Eur. J."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"2","DOI":"10.1021\/jacs.5b08707","article-title":"Evolution of C\u2013H bond functionalization from methane to methodology","volume":"138","author":"Hartwig","year":"2016","journal-title":"J. Am. Chem. Soc."},{"key":"ref_20","doi-asserted-by":"crossref","unstructured":"Ribeiro, A.P.C., Martins, L.M.D.R.S., Alegria, E.C.B.A., Matias, I.A.S., Duarte, T.A.G., and Pombeiro, A.J.L. (2017). Catalytic performance of Fe(II)-scorpionate complexes towards cyclohexane oxidation in organic, ionic liquid and\/or supercritical CO2 media: A comparative study. Catalysts, 7.","DOI":"10.3390\/catal7080230"},{"key":"ref_21","doi-asserted-by":"crossref","unstructured":"Pombeiro, A.J.L. (2014). Toward functionalization of alkanes under environmentally benign conditions. Advances. In Organometallic Chemistry and Catalysis, John Wiley & Sons. Chapter 2.","DOI":"10.1002\/9781118742952.ch2"},{"key":"ref_22","doi-asserted-by":"crossref","unstructured":"Shul\u2019pin, G.B. (2016). New trends in oxidative functionalization of carbon\u2013hydrogen bonds: A review. Catalysts, 6.","DOI":"10.3390\/catal6040050"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"95","DOI":"10.2174\/157019309788167738","article-title":"Hydrocarbon oxygenations with peroxides catalyzed by metal compounds","volume":"6","year":"2009","journal-title":"Mini-Rev. Org. Chem."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"4217","DOI":"10.1039\/c004223d","article-title":"Selectivity enhancement in functionalization of C\u2013H bonds: A review","volume":"8","year":"2010","journal-title":"Org. Biomol. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"74","DOI":"10.1016\/j.ccr.2014.01.013","article-title":"Tris(pyrazol-1yl)methane metal complexes for catalytic mild oxidative functionalizations of alkanes, alkenes and ketones","volume":"265","author":"Martins","year":"2014","journal-title":"Coord. Chem. Rev."},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Martins, L.M.D.R.S., and Pombeiro, A.J.L. (2016). Water-soluble C-scorpionate complexes: Catalytic and biological applications. Eur. J. Inorg. Chem., 2236\u20132252.","DOI":"10.1002\/ejic.201600053"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"2741","DOI":"10.1016\/j.ccr.2012.07.022","article-title":"Multicopper complexes and coordination polymers for mild oxidative functionalization of alkanes","volume":"256","author":"Kirillov","year":"2012","journal-title":"Coord. Chem. Rev."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"85","DOI":"10.1016\/j.inoche.2017.03.008","article-title":"Copper(II) complex of the 2-pyridinecarbaldehyde aminoguanidine Schiff base: Crystal structure and catalytic behaviour in mild oxidation of alkanes","volume":"78","author":"Buvaylo","year":"2017","journal-title":"Inorg. Chem. Commun."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"200","DOI":"10.1016\/j.ccr.2015.01.020","article-title":"Vanadium complexes: Recent progress in oxidation catalysis","volume":"301-302","author":"Sutradhar","year":"2015","journal-title":"Coord. Chem. Rev."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"11229","DOI":"10.1021\/ic3017062","article-title":"A hexanuclear oxovanadium(IV,V) complex bearing N,O-ligand as a highly efficient alkane oxidation catalyst","volume":"51","author":"Sutradhar","year":"2012","journal-title":"Inorg. Chem."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"3966","DOI":"10.1039\/c3dt52774c","article-title":"Mn(II,II) complexes: Magnetic properties and microwave assisted oxidation of alcohols","volume":"43","author":"Sutradhar","year":"2014","journal-title":"Dalton. Trans."},{"key":"ref_32","doi-asserted-by":"crossref","unstructured":"Sutradhar, M., Martins, L.M.D.R.S., Guedes da Silva, M.F.C., Liu, C.M., and Pombeiro, A.J.L. (2015). Trinuclear Cu(II) structural isomers: Coordination, magnetism, electrochemistry and catalytic activity toward oxidation of alkanes. Eur. J. Inorg. Chem., 3959\u20133969.","DOI":"10.1002\/ejic.201500440"},{"key":"ref_33","doi-asserted-by":"crossref","unstructured":"Sutradhar, M., Alegria, E.C.B.A., Guedes da Silva, M.F.C., Martins, L.M.D.R.S., and Pombeiro, A.J.L. (2016). Aroylhydrazone Cu(II) complexes in keto form: Structural characterization and catalytic activity towards cyclohexane oxidation. Molecules, 21.","DOI":"10.3390\/molecules21040425"},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"8079","DOI":"10.1039\/C5RA25774C","article-title":"Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: Catalysts for the microwave assisted oxidation of alcohols","volume":"6","author":"Sutradhar","year":"2016","journal-title":"RSC Adv."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"4834","DOI":"10.1021\/ic00074a030","article-title":"Further neighbor magnetic exchange interaction in a novel pseudolinear tetramer of copper (II)","volume":"32","author":"Chiari","year":"1993","journal-title":"Inorg. Chem."},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Pombeiro, A.J.L. (2013). Microwave-assisted Catalytic oxidation of Alcohols to carbonyl compounds. Advances in Organometallic Chemistry and Catalysis, Wiley-VCH. Chapter 22.","DOI":"10.1002\/9781118742952"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"2766","DOI":"10.1039\/b922738e","article-title":"Solvent-free microwave-assisted peroxidative oxidation of secondary alcohols to the corresponding ketones catalyzed by copper (II) 2,4-alkoxy-1,3,5-triazapentadienato complexes","volume":"46","author":"Figiel","year":"2010","journal-title":"Chem. Commun."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"9879","DOI":"10.1039\/c0dt00472c","article-title":"Self-assembled dicopper(II) diethanolaminate cores for mild aerobic and peroxidative oxidation of alcohols","volume":"39","author":"Figiel","year":"2010","journal-title":"Dalton Trans."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"3513","DOI":"10.1016\/j.jorganchem.2011.07.047","article-title":"Microwave synthesis of bis(tetrazolato)-PdII complexes with PPh3 and water-soluble 1,3,5-triaza-7-phosphaadamantane (PTA). The first example of C\u2013CN bond cleavage of propionitrile by a PdII centre","volume":"696","author":"Lasri","year":"2011","journal-title":"J. Organomet. Chem."},{"key":"ref_40","doi-asserted-by":"crossref","unstructured":"Alexandru, M., Cazacu, M., Arvinte, A., Shova, S., Turta, C., Simionescu, B.C., Dobrov, A., Alegria, E.C.B.A., Martins, L.M.D.R.S., and Pombeiro, A.J.L. (2014). \u03bc-Chlorido-bridged dimanganese(II) complexes of the Schiff base derived from [2+2]condensation of 2,6-diformyl-4-methylphenol and 1,3-bis(3-aminopropyl)tetramethyldisiloxane: Structure, magnetism, electrochemical behaviour and catalytic oxidation of secondary alcohols. Eur. J. Inorg. Chem., 120\u2013131.","DOI":"10.1002\/ejic.201300969"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"17","DOI":"10.1016\/j.apcata.2009.09.011","article-title":"Aerobic oxidation of benzylic alcohols with bis(3,5-di-tert-butylsalicylaldimine) copper (II) complexes","volume":"371","author":"Ahmad","year":"2009","journal-title":"Appl. Catal. A"},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"178","DOI":"10.1016\/j.molcata.2009.01.002","article-title":"Mild aerobic oxidation of benzyl alcohols to benzaldehydes in water catalyzed by aqua-soluble multicopper(II) triethanolaminate compounds","volume":"305","author":"Figiel","year":"2009","journal-title":"J. Mol. Catal. Chem."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"10071","DOI":"10.1039\/C6NJ02161A","article-title":"Copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands as catalysts for oxidation of alcohols","volume":"40","author":"Martins","year":"2016","journal-title":"New J. Chem."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"3352","DOI":"10.1039\/b803584a","article-title":"E factors, green chemistry and catalysis: An odyssey","volume":"29","author":"Sheldon","year":"2008","journal-title":"Chem. Commun."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"11909","DOI":"10.1021\/ic902155m","article-title":"Activation of the C\u2212H bond by electrophilic attack: Theoretical study of the reaction mechanism of the aerobic oxidation of alcohols to aldehydes by the Cu(bipy)2+\/2,2,6,6-tetramethylpiperidinyl-1-oxy cocatalyst system","volume":"48","author":"Michel","year":"2009","journal-title":"Inorg. Chem."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"805","DOI":"10.1002\/adsc.200404063","article-title":"Room temperature aerobic copper\u2013catalysed selective oxidation of primary alcohols to aldehydes","volume":"346","author":"Gamez","year":"2004","journal-title":"Adv. Synth. Catal."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"2414","DOI":"10.1039\/b308668b","article-title":"Copper(II)-catalysed aerobic oxidation of primary alcohols to aldehydes","volume":"19","author":"Gamez","year":"2003","journal-title":"Chem. Commun."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"899","DOI":"10.1002\/chem.201101688","article-title":"Alkoxy-1,3,5-triazapentadien(e\/ato) copper(II) complexes: Template formation and applications for the preparation of pyrimidines and as catalysts for oxidation of alcohols to carbonyl products","volume":"18","author":"Kopylovich","year":"2012","journal-title":"Chem. Eur. J."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"39","DOI":"10.1016\/S1381-1169(02)00196-6","article-title":"Metal-catalysed hydrocarbon oxygenations in solutions: The dramatic role of additives: A review","volume":"189","year":"2002","journal-title":"J. Mol. Catal. A Chem."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"163","DOI":"10.1016\/S1631-0748(03)00021-3","article-title":"Metal-catalysed hydrocarbon oxidations","volume":"6","year":"2003","journal-title":"C. R. Chim."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"10480","DOI":"10.1021\/ic901576r","article-title":"Extremely efficient alkane oxidation by a new catalytic reagent H2O2\/Os3(CO)12\/Pyridine","volume":"48","author":"Kozlov","year":"2009","journal-title":"Inorg. Chem."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"2822","DOI":"10.1039\/c0dt01527j","article-title":"Complexes of copper(II) with 3-(ortho-substituted phenylhydrazo)pentane-2,4-diones: Syntheses, properties and catalytic activity for cyclohexane oxidation","volume":"40","author":"Kopylovich","year":"2011","journal-title":"Dalton Trans."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"26","DOI":"10.1016\/j.jcat.2009.08.016","article-title":"Remarkably fast oxidation of alkanes by hydrogen peroxide catalyzed by a tetracopper(II) triethanolaminate complex: Promoting effects of acid co-catalysts and water, kinetic and mechanistic features","volume":"268","author":"Kirillova","year":"2009","journal-title":"J. Catal."},{"key":"ref_54","doi-asserted-by":"crossref","unstructured":"Gruenwald, K.R., Kirillov, A.M., Haukka, M., Sanchiz, J., and Pombeiro, A.J.L. (2009). Mono-, di- and polynuclear copper(II) compounds derived from N-butyldiethanolamine: Structural features, magnetism and catalytic activity for the mild peroxidative oxidation of cyclohexane. Dalton Trans., 2109\u20132120.","DOI":"10.1039\/b813160k"},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"1190","DOI":"10.1016\/j.jinorgbio.2007.11.007","article-title":"Copper(II) coordination polymers derived from triethanolamine and pyromellitic acid for bioinspired mild peroxidative oxidation of cyclohexane","volume":"102","author":"Karabach","year":"2008","journal-title":"J. Inorg. Biochem."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"221","DOI":"10.1021\/ic061595n","article-title":"Supramolecular assemblies of trinuclear triangular copper(II) secondary building units through hydrogen bonds. Generation of different metal\u2212organic frameworks, valuable catalysts for peroxidative oxidation of alkanes","volume":"46","author":"Karabach","year":"2007","journal-title":"Inorg. Chem."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"110","DOI":"10.1016\/j.apcata.2011.05.035","article-title":"Mild alkane C\u2013H and O\u2013H oxidations catalysed by mixed-N,S copper, iron and vanadium systems","volume":"402","author":"Fernandes","year":"2011","journal-title":"Appl. Catal. Gen."},{"key":"ref_58","doi-asserted-by":"crossref","unstructured":"Fernandes, R.R., Lasri, J., Kirillov, A.M., Guedes da Silva, M.F.C., da Silva, J.A.L., Fra\u00fasto da Silva, J.J.R., and Pombeiro, A.J.L. (2011). New FeII and CuII complexes bearing azathia macrocycles\u2014Catalyst precursors for mild peroxidative oxidation of cyclohexane and 1-phenylethanol. Eur. J. Inorg. Chem., 3781\u20133790.","DOI":"10.1002\/ejic.201100460"},{"key":"ref_59","first-page":"1351","article-title":"Oxidations by the reagent \u201cO2\u2013H2O2\u2013vanadium derivative\u2013pyrazine-2-carboxylic acid\u201d. Part 12.1 Main features, kinetics and mechanism of alkane hydroperoxidation","volume":"2","author":"Kozlov","year":"2001","journal-title":"J. Chem. Soc. Perkin Trans."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"307","DOI":"10.1021\/ic801753t","article-title":"Radical formation in the [MeReO3]-catalyzed aqueous peroxidative oxidation of alkanes: A theoretical mechanistic study","volume":"48","author":"Kuznetsov","year":"2009","journal-title":"Inorg. Chem."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"1511","DOI":"10.1021\/cs200237m","article-title":"Participation of oligovanadates in alkane oxidation with H2O2 catalyzed by vanadate anion in acidified acetonitrile: Kinetic and DFT studies","volume":"1","author":"Kirilova","year":"2011","journal-title":"ACS Catal."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"140","DOI":"10.1016\/j.jcat.2009.08.006","article-title":"Mechanism of oxidations with H2O2 catalyzed by vanadate anion or oxovanadium(V) triethanolaminate (vanadatrane) in combination with pyrazine-2-carboxylic acid (PCA): Kinetic and DFT studies","volume":"267","author":"Kirilova","year":"2009","journal-title":"J. Catal."},{"key":"ref_63","unstructured":"Kahn, O. (1993). Molecular Magnetism, VCH."},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"5069","DOI":"10.1021\/ic062242r","article-title":"Simple general method of generating non-oxo, non-amavadine model octacoordinated vanadium(IV) complexes of some tetradentate ONNO chelating ligands from various oxovanadium(IV\/V) compounds and structural characterization of one of them","volume":"46","author":"Sutradhar","year":"2007","journal-title":"Inorg. Chem."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"92","DOI":"10.1016\/j.poly.2011.12.022","article-title":"Oxidoalkoxidovanadium(V) complexes: Synthesis, characterization and comparison of X-ray crystal structures","volume":"34","author":"Sutradhar","year":"2012","journal-title":"Polyhedron"},{"key":"ref_66","unstructured":"Bruker (2004). APEX2 & SAINT, AXS Inc."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"115","DOI":"10.1107\/S0021889898007717","article-title":"SIR97: A new tool for crystal structure determination and refinement","volume":"32","author":"Altomare","year":"1999","journal-title":"J. Appl. Cryst."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"112","DOI":"10.1107\/S0108767307043930","article-title":"A short history of SHELX","volume":"64","author":"Sheldrick","year":"2008","journal-title":"Acta Crystallogr. Sect. A"},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1107\/S0021889812029111","article-title":"WinGX and ORTEP for Windows: An update","volume":"45","author":"Farrugia","year":"2012","journal-title":"J. Appl. Cryst."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1107\/S2053229614024929","article-title":"PLATON SQUEEZE: A tool for the calculation of the disordered solvent contribution to the calculated structure factors","volume":"71","author":"Spek","year":"2015","journal-title":"Acta Crystall. Sect. C"},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"478","DOI":"10.1016\/j.electacta.2012.05.006","article-title":"Redox potential parameterization in coordination compounds with polydentate scorpionate and benzene ligands","volume":"82","author":"Pombeiro","year":"2012","journal-title":"Electrochim. Acta"},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"53","DOI":"10.1016\/S0010-8545(01)00299-5","article-title":"Electron-transfer induced isomerizations of coordination compounds","volume":"219","author":"Pombeiro","year":"2001","journal-title":"Coord. Chem. Rev."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"75","DOI":"10.1016\/0022-328X(91)86433-Q","article-title":"Redox potential and substituent effects at ferrocene derivatives. Estimates of Hammett \u03c3p and Taft polar \u03c3 substituent constants","volume":"421","author":"Silva","year":"1991","journal-title":"J. Organomet. Chem."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"81","DOI":"10.1016\/0022-328X(94)87105-1","article-title":"Redox potential and substituent effects in ferrocene derivatives: II","volume":"480","author":"Silva","year":"1994","journal-title":"J. Organomet. Chem."},{"key":"ref_75","doi-asserted-by":"crossref","unstructured":"Pombeiro, A.J.L. (2007). Characterization of coordination compounds by electrochemical parameters. Eur. J. Inorg. Chem., 1473\u20131482.","DOI":"10.1002\/ejic.200601095"},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"6021","DOI":"10.1016\/j.jorganchem.2005.07.111","article-title":"Electron-donor\/acceptor properties of carbynes, carbenes, vinylidenes, allenylidenes and alkynyls as measured by electrochemical ligand parameters","volume":"690","author":"Pombeiro","year":"2005","journal-title":"J. Organomet. Chem."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/23\/10\/2699\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T15:26:45Z","timestamp":1760196405000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/23\/10\/2699"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,10,19]]},"references-count":76,"journal-issue":{"issue":"10","published-online":{"date-parts":[[2018,10]]}},"alternative-id":["molecules23102699"],"URL":"https:\/\/doi.org\/10.3390\/molecules23102699","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2018,10,19]]}}}