{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,10]],"date-time":"2026-07-10T06:01:45Z","timestamp":1783663305716,"version":"3.55.0"},"reference-count":85,"publisher":"Wiley","issue":"31","license":[{"start":{"date-parts":[[2015,6,26]],"date-time":"2015-06-26T00:00:00Z","timestamp":1435276800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2015,7,27]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Novel conjugated, pyridyl\u2010functionalised triazaphospholes with either <jats:italic>t<\/jats:italic>Bu or SiMe<jats:sub>3<\/jats:sub> substituents at the 5\u2010position of the N<jats:sub>3<\/jats:sub>PC heterocycle have been prepared by a [3+2] cycloaddition reaction and compared with structurally related, triazole\u2010based systems. Photoexcitation of the 2\u2010pyridyl\u2010substituted triazaphosphole gives rise to a significant fluorescence emission with a quantum yield of up to 12\u2009%. In contrast, the all\u2010nitrogen triazole analogue shows no emission at all. DFT calculations indicate that the 2\u2010pyridyl substituted systems have a more rigid and planar structure than their 3\u2010 and 4\u2010pyridyl isomers. Time\u2010dependent (TD) DFT calculations show that only the 2\u2010pyridyl\u2010substituted triazaphosphole exhibits similar planar geometry, with matching conformational arrangements in the lowest energy excited state and the ground state; this helps to explain the enhanced emission intensity. The chelating P,N\u2010hybrid ligand forms a Re<jats:sup>I<\/jats:sup> complex of the type [(N^N)Re(CO)<jats:sub>3<\/jats:sub>Br] through the coordination of nitrogen atom N<jats:sup>2<\/jats:sup> to the metal centre rather than through the phosphorus donor. Both structural and spectroscopic data indicate substantial \u03c0\u2010accepting character of the triazaphosphole, which is again in contrast to that of the all\u2010nitrogen\u2010containing triazoles. The synthesis and photophysical properties of a new class of phosphorus\u2010containing extended \u03c0 systems are described.<\/jats:p>","DOI":"10.1002\/chem.201500988","type":"journal-article","created":{"date-parts":[[2015,6,26]],"date-time":"2015-06-26T22:42:47Z","timestamp":1435358567000},"page":"11096-11109","source":"Crossref","is-referenced-by-count":55,"title":["Pyridyl\u2010Functionalised 3<i>H<\/i>\u20101,2,3,4\u2010Triazaphospholes: Synthesis, Coordination Chemistry and Photophysical Properties of Low\u2010Coordinate Phosphorus Compounds"],"prefix":"10.1002","volume":"21","author":[{"given":"Julian A. W.","family":"Sklorz","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Santina","family":"Hoof","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nadine","family":"Rades","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nicolas","family":"De\u2005Rycke","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"L\u00e1szl\u00f3","family":"K\u00f6ncz\u00f6l","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"D\u00e9nes","family":"Szieberth","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Manuela","family":"Weber","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jelena","family":"Wiecko","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"L\u00e1szl\u00f3","family":"Nyul\u00e1szi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Muriel","family":"Hissler","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christian","family":"M\u00fcller","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2015,6,26]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.140553"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic5014472"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4DT00589A"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejic.201200912"},{"key":"e_1_2_6_6_2","first-page":"36","volume-title":"Catalysis and Material Science Applications","author":"M\u00fcller C.","year":"2011"},{"key":"e_1_2_6_7_2","volume-title":"Phosphorus Ligand Effects in Homogeneous Catalysis: Design and Synthesis","author":"M\u00fcller C.","year":"2012"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr900364c"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1039\/B918938F"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20010716)7:14<3106::AID-CHEM3106>3.0.CO;2-Y"},{"key":"e_1_2_6_11_2","unstructured":"\u00a0"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC03469D"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201203621"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201300321"},{"key":"e_1_2_6_15_2","unstructured":"\u00a0"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00049a046"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr990321x"},{"key":"e_1_2_6_18_2","unstructured":"\u00a0"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4DT03072A"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1039\/C3DT52909F"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3ra43706j"},{"key":"e_1_2_6_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejic.201300342"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1039\/C0DT00881H"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejic.201000253"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/j100181a021"},{"key":"e_1_2_6_26_2","doi-asserted-by":"publisher","DOI":"10.1016\/0022-328X(89)85023-5"},{"key":"e_1_2_6_27_2","doi-asserted-by":"publisher","DOI":"10.1021\/om4010077"},{"key":"e_1_2_6_28_2","unstructured":"See for example:"},{"key":"e_1_2_6_29_2","doi-asserted-by":"publisher","DOI":"10.1039\/C1CS15278E"},{"key":"e_1_2_6_30_2","doi-asserted-by":"publisher","DOI":"10.1007\/978-3-642-04729-9"},{"key":"e_1_2_6_31_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2009.09.030"},{"key":"e_1_2_6_32_2","volume-title":"Top. Heterocycl. Chem. Click Triazoles, Vol. 28","year":"2012"},{"key":"e_1_2_6_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo00299a014"},{"key":"e_1_2_6_34_2","unstructured":"\u00a0"},{"key":"e_1_2_6_35_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic502557w"},{"key":"e_1_2_6_36_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jorganchem.2013.10.046"},{"key":"e_1_2_6_37_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic5007007"},{"key":"e_1_2_6_38_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.poly.2012.05.003"},{"key":"e_1_2_6_39_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2ob06942c"},{"key":"e_1_2_6_40_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic2021319"},{"key":"e_1_2_6_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol100745d"},{"key":"e_1_2_6_42_2","unstructured":"\u00a0"},{"key":"e_1_2_6_43_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201105924"},{"key":"e_1_2_6_43_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201105924"},{"key":"e_1_2_6_44_2","doi-asserted-by":"publisher","DOI":"10.1039\/c0nj00122h"},{"key":"e_1_2_6_45_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0567182"},{"key":"e_1_2_6_46_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr040179m"},{"key":"e_1_2_6_47_2","unstructured":"\u00a0"},{"key":"e_1_2_6_48_2","doi-asserted-by":"publisher","DOI":"10.1021\/j100118a015"},{"key":"e_1_2_6_49_2","volume-title":"Phosphorus the Carbon Copy","author":"Mathey F.","year":"1998"},{"key":"e_1_2_6_50_2","doi-asserted-by":"publisher","DOI":"10.1515\/znb-1981-0105"},{"key":"e_1_2_6_51_2","unstructured":"\u00a0"},{"key":"e_1_2_6_52_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.crci.2010.03.031"},{"key":"e_1_2_6_53_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200602499"},{"key":"e_1_2_6_53_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200602499"},{"key":"e_1_2_6_54_2","unstructured":"\u00a0"},{"key":"e_1_2_6_55_2","first-page":"1634","author":"Yeung Lam Ko Y. Y. C.","year":"1984","journal-title":"J. Chem. Soc. Chem. Commun."},{"key":"e_1_2_6_56_2","first-page":"1640","author":"Yeung Lam Ko Y. Y. C.","year":"1984","journal-title":"J. Chem. Soc. Chem. Commun."},{"key":"e_1_2_6_57_2","unstructured":"\u00a0"},{"key":"e_1_2_6_58_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3dt50505g"},{"key":"e_1_2_6_59_2","doi-asserted-by":"publisher","DOI":"10.1039\/c002940h"},{"key":"e_1_2_6_60_2","unstructured":"\u00a0"},{"key":"e_1_2_6_61_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)91106-8"},{"key":"e_1_2_6_62_2","doi-asserted-by":"publisher","DOI":"10.1039\/jr9640003799"},{"key":"e_1_2_6_63_2","doi-asserted-by":"publisher","DOI":"10.1002\/9780470166512.ch4"},{"key":"e_1_2_6_64_2","unstructured":"\u00a0"},{"key":"e_1_2_6_65_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp9528018"},{"key":"e_1_2_6_66_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic9601246"},{"key":"e_1_2_6_67_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(99)00775-9"},{"key":"e_1_2_6_68_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar3001316"},{"key":"e_1_2_6_69_2","unstructured":"\u00a0"},{"key":"e_1_2_6_70_2","doi-asserted-by":"publisher","DOI":"10.1093\/oso\/9780198551683.001.0001"},{"key":"e_1_2_6_70_3","doi-asserted-by":"publisher","DOI":"10.1021\/ar00109a003"},{"key":"e_1_2_6_71_2","doi-asserted-by":"publisher","DOI":"10.1039\/C0CC04660D"},{"key":"e_1_2_6_72_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejic.200700849"},{"key":"e_1_2_6_73_2","doi-asserted-by":"publisher","DOI":"10.1007\/978-3-540-68343-8_2"},{"key":"e_1_2_6_74_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp0480596"},{"key":"e_1_2_6_75_2","unstructured":"Gaussian\u200509 Revision\u2005B.01 M.\u2005J. Frisch G.\u2005W. Trucks H.\u2005B. Schlegel G.\u2005E. Scuseria M.\u2005A. Robb J.\u2005R. Cheeseman G. Scalmani V. Barone B. Mennucci G.\u2005A. Petersson H. Nakatsuji M. Caricato X. Li H.\u2005P. Hratchian A.\u2005F. Izmaylov J. Bloino G. Zheng J.\u2005L. Sonnenberg M. Hada M. Ehara K. Toyota R. Fukuda J. Hasegawa M. Ishida T. Nakajima Y. Honda O. Kitao H. Nakai T. Vreven J.\u2005A. Montgomery \u2005Jr. J.\u2005E. Peralta F. Ogliaro M. Bearpark J.\u2005J. Heyd E. Brothers K.\u2005N. Kudin V.\u2005N. Staroverov T. Keith R. Kobayashi J. Normand K. Raghavachari A. Rendell J.\u2005C. Burant S.\u2005S. Iyengar J. Tomasi M. Cossi N. Rega J.\u2005M. Millam M. Klene J.\u2005E. Knox J.\u2005B. Cross V. Bakken C. Adamo J. Jaramillo R. Gomperts R.\u2005E. Stratmann O. Yazyev A.\u2005J. Austin R. Cammi C. Pomelli J.\u2005W. Ochterski R.\u2005L. Martin K. Morokuma V.\u2005G. Zakrzewski G.\u2005A. Voth P. Salvador J.\u2005J. Dannenberg S. Dapprich A.\u2005D. Daniels O. Farkas J.\u2005B. Foresman J.\u2005V. Ortiz J. Cioslowski and D.\u2005J. Fox Gaussian Inc. Wallingford CT 2010."},{"key":"e_1_2_6_76_2","doi-asserted-by":"publisher","DOI":"10.1039\/b810189b"},{"key":"e_1_2_6_77_2","doi-asserted-by":"publisher","DOI":"10.1023\/A:1008193805436"},{"key":"e_1_2_6_78_2","first-page":"2209","volume":"14","author":"Andersen J.","year":"2005","journal-title":"Synlett"},{"key":"e_1_2_6_79_2","doi-asserted-by":"publisher","DOI":"10.1351\/PAC-REP-10-09-31"},{"key":"e_1_2_6_80_2","first-page":"255","volume-title":"Crystallographic Computing","author":"Coppens P.","year":"1979"},{"key":"e_1_2_6_81_2","doi-asserted-by":"publisher","DOI":"10.1107\/S0108767307043930"},{"key":"e_1_2_6_82_2","doi-asserted-by":"publisher","DOI":"10.1107\/S090744490804362X"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchem.201500988","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.201500988","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T16:52:42Z","timestamp":1760287962000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.201500988"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2015,6,26]]},"references-count":85,"journal-issue":{"issue":"31","published-print":{"date-parts":[[2015,7,27]]}},"alternative-id":["10.1002\/chem.201500988"],"URL":"https:\/\/doi.org\/10.1002\/chem.201500988","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2015,6,26]]}}}