{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,1]],"date-time":"2025-11-01T13:58:21Z","timestamp":1762005501678,"version":"build-2065373602"},"reference-count":101,"publisher":"Wiley","issue":"8","license":[{"start":{"date-parts":[[2024,5,7]],"date-time":"2024-05-07T00:00:00Z","timestamp":1715040000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100006769","name":"Russian Science Foundation","doi-asserted-by":"publisher","award":["19-73-10163"],"award-info":[{"award-number":["19-73-10163"]}],"id":[{"id":"10.13039\/501100006769","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012190","name":"Ministry of Science and Higher Education of the Russian Federation","doi-asserted-by":"publisher","award":["075-00277-24-00"],"award-info":[{"award-number":["075-00277-24-00"]}],"id":[{"id":"10.13039\/501100012190","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemPlusChem"],"published-print":{"date-parts":[[2024,8]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Continuing our investigation of catalytic oxo\/imido heterometathesis as novel water\u2010free method for C=N bond construction, we report here the application of classical transition metal oxides dispersed on silica (MO<jats:sub>x<\/jats:sub>\/SiO<jats:sub>2<\/jats:sub>, M=V, Mo, W) as cheap, robust and readily available alternative to the catalysts prepared <jats:italic>via<\/jats:italic> Surface Organometallic Chemistry (SOMC). The oxide materials demonstrated activity in heterometathetical imidation of ketones, WO<jats:sub>3<\/jats:sub>\/SiO<jats:sub>2<\/jats:sub> being the most efficient. We also describe a new well\u2010defined supported W imido complex (\u2261SiO)W(=NMes)<jats:sub>2<\/jats:sub>(Me<jats:sub>2<\/jats:sub>Pyr) (Mes=2,4,6\u2010Me<jats:sub>3<\/jats:sub>C<jats:sub>6<\/jats:sub>H<jats:sub>2<\/jats:sub>, Me<jats:sub>2<\/jats:sub>Pyr=2,5\u2010dimethylpyrrolyl) and characterize it with SOMC protocols, which allowed us to identify the position of W on the oxo\/imido heterometathesis activity scale (Mo&lt;W&lt;Ta) and showed that W in fact provides an optimal balance between activity and stability. Noteworthy, the performance of WO<jats:sub>3<\/jats:sub>\/SiO<jats:sub>2<\/jats:sub> was only slightly inferior to that of the SOMC analog enabling the efficient synthesis of a broad range of ketimines hardly accessible by classical methods, in most cases W being a competitive and robust alternative to the most active albeit highly sensitive Ti imido systems. Combined with the availability of the catalyst, this facilitates a more widespread application of heterometathesis methodology in organic synthesis including potential larger scale applications.<\/jats:p>","DOI":"10.1002\/cplu.202400029","type":"journal-article","created":{"date-parts":[[2024,4,8]],"date-time":"2024-04-08T22:18:14Z","timestamp":1712614694000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Tungsten Oxide Dispersed on Silica as Robust and Readily Available Oxo\/Imido Heterometathesis Catalyst"],"prefix":"10.1002","volume":"89","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7803-6300","authenticated-orcid":false,"given":"Nikolai S.","family":"Bushkov","sequence":"first","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0100-0830","authenticated-orcid":false,"given":"Andrey V.","family":"Rumyantsev","sequence":"additional","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"},{"name":"Chemistry Department Moscow State University  Vorob'evy Gory, 1 119992 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9179-6280","authenticated-orcid":false,"given":"Anton A.","family":"Zhizhin","sequence":"additional","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3485-2936","authenticated-orcid":false,"given":"Tatyana V.","family":"Strelkova","sequence":"additional","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3740-7424","authenticated-orcid":false,"given":"Roman A.","family":"Novikov","sequence":"additional","affiliation":[{"name":"N.\u2005D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences  Leninsky prosp., 47 119991 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2835-4674","authenticated-orcid":false,"given":"Evgenii I.","family":"Gutsul","sequence":"additional","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3945-9233","authenticated-orcid":false,"given":"Rina U.","family":"Takazova","sequence":"additional","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0407-9196","authenticated-orcid":false,"given":"Dinara K.","family":"Kitaeva","sequence":"additional","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3859-4145","authenticated-orcid":false,"given":"Nikolai A.","family":"Ustynyuk","sequence":"additional","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5026-8150","authenticated-orcid":false,"given":"Pavel A.","family":"Zhizhko","sequence":"additional","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2626-8024","authenticated-orcid":false,"given":"Dmitry N.","family":"Zarubin","sequence":"additional","affiliation":[{"name":"A.\u2005N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences  Vavilov str., 28 119334 Moscow Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2024,5,7]]},"reference":[{"key":"e_1_2_9_1_1","unstructured":"\u00a0"},{"key":"e_1_2_9_2_2","unstructured":"Handbook of Metathesis 2nd ed. (Eds.: R.\u2005H. Grubbs A.\u2005G. Wenzel D.\u2005J. O\u2032Leary E. Khosravi) Wiley-VCH 2015;"},{"key":"e_1_2_9_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201506846"},{"key":"e_1_2_9_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.molcata.2003.10.049"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2021.214112"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.3c04135"},{"key":"e_1_2_9_7_1","unstructured":"\u00a0"},{"key":"e_1_2_9_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202100321"},{"key":"e_1_2_9_9_2","doi-asserted-by":"publisher","DOI":"10.1039\/C0DT01133A"},{"key":"e_1_2_9_10_1","unstructured":"\u00a0"},{"key":"e_1_2_9_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2007.11.131"},{"key":"e_1_2_9_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.mencom.2009.05.019"},{"key":"e_1_2_9_13_1","unstructured":"\u00a0"},{"key":"e_1_2_9_14_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jcat.2011.07.011"},{"key":"e_1_2_9_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.mencom.2012.03.003"},{"key":"e_1_2_9_16_1","unstructured":"\u00a0"},{"key":"e_1_2_9_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201804346"},{"key":"e_1_2_9_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.organomet.9b00779"},{"key":"e_1_2_9_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.202200030"},{"key":"e_1_2_9_20_1","unstructured":"\u00a0"},{"key":"e_1_2_9_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00373"},{"key":"e_1_2_9_22_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.9b00238"},{"key":"e_1_2_9_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200390072"},{"key":"e_1_2_9_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar2001342"},{"key":"e_1_2_9_25_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3dt51346g"},{"key":"e_1_2_9_26_2","doi-asserted-by":"publisher","DOI":"10.1021\/cm0111534"},{"key":"e_1_2_9_27_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0CC08274K"},{"key":"e_1_2_9_28_1","unstructured":"\u00a0"},{"key":"e_1_2_9_29_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201702387"},{"key":"e_1_2_9_30_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp0735482"},{"key":"e_1_2_9_31_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp076485w"},{"key":"e_1_2_9_32_1","unstructured":"\u00a0"},{"key":"e_1_2_9_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/cs500528h"},{"key":"e_1_2_9_34_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b00098"},{"key":"e_1_2_9_35_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b01842"},{"key":"e_1_2_9_36_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201306620"},{"key":"e_1_2_9_37_1","unstructured":"\u00a0"},{"key":"e_1_2_9_38_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr5002436"},{"key":"e_1_2_9_39_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3dt50692d"},{"key":"e_1_2_9_40_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr040083s"},{"key":"e_1_2_9_41_1","unstructured":"\u00a0"},{"key":"e_1_2_9_42_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar9700163"},{"key":"e_1_2_9_43_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2022.214931"},{"key":"e_1_2_9_44_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp981423e"},{"key":"e_1_2_9_45_1","doi-asserted-by":"publisher","DOI":"10.1021\/om4001499"},{"key":"e_1_2_9_46_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0802147105"},{"key":"e_1_2_9_47_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6DT02013E"},{"key":"e_1_2_9_48_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr0306945"},{"key":"e_1_2_9_49_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.5b00820"},{"key":"e_1_2_9_50_1","doi-asserted-by":"publisher","DOI":"10.1080\/00958972.2013.803536"},{"key":"e_1_2_9_51_1","unstructured":"\u00a0"},{"key":"e_1_2_9_52_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.rser.2014.04.060"},{"key":"e_1_2_9_53_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2017.08.007"},{"key":"e_1_2_9_54_1","unstructured":"\u00a0"},{"key":"e_1_2_9_55_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr940474e"},{"key":"e_1_2_9_56_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2019.03.029"},{"key":"e_1_2_9_57_1","unstructured":"\u00a0"},{"key":"e_1_2_9_58_2","doi-asserted-by":"publisher","DOI":"10.1080\/00958972.2020.1854745"},{"key":"e_1_2_9_59_2","doi-asserted-by":"publisher","DOI":"10.3390\/antibiotics11020191"},{"key":"e_1_2_9_60_1","unstructured":"\u00a0"},{"key":"e_1_2_9_61_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.trac.2019.04.025"},{"key":"e_1_2_9_62_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2021.214105"},{"key":"e_1_2_9_63_1","unstructured":"\u00a0"},{"key":"e_1_2_9_64_2","doi-asserted-by":"crossref","unstructured":"S. Dayagi Y. Degani inThe Chemistry of the Carbon-Nitrogen Double Bond(Ed.: S. Patai) John Wiley & Sons Ltd. 1970 pp. 63\u2013147;","DOI":"10.1002\/9780470771204.ch2"},{"key":"e_1_2_9_65_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-2003-40850"},{"key":"e_1_2_9_66_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol051612x"},{"key":"e_1_2_9_67_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo010613"},{"key":"e_1_2_9_68_2","doi-asserted-by":"publisher","DOI":"10.1080\/00304949909355728"},{"key":"e_1_2_9_69_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.organomet.0c00727"},{"key":"e_1_2_9_70_2","doi-asserted-by":"publisher","DOI":"10.1039\/b600981f"},{"key":"e_1_2_9_71_1","unstructured":"\u00a0"},{"key":"e_1_2_9_72_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.poly.2006.09.093"},{"key":"e_1_2_9_73_2","doi-asserted-by":"publisher","DOI":"10.1021\/om980834e"},{"key":"e_1_2_9_74_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molcata.2011.03.015"},{"key":"e_1_2_9_75_1","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.54.2337"},{"key":"e_1_2_9_76_1","unstructured":"\u00a0"},{"key":"e_1_2_9_77_2","doi-asserted-by":"publisher","DOI":"10.1039\/c0dt00867b"},{"key":"e_1_2_9_78_2","doi-asserted-by":"publisher","DOI":"10.1021\/om00028a015"},{"key":"e_1_2_9_79_1","first-page":"31","volume":"43","author":"Campbell T.","year":"2003","journal-title":"Org. Synth."},{"key":"e_1_2_9_80_1","unstructured":"\u00a0"},{"key":"e_1_2_9_81_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF00814225"},{"key":"e_1_2_9_82_2","doi-asserted-by":"publisher","DOI":"10.1021\/j100168a033"},{"key":"e_1_2_9_83_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molcata.2011.03.011"},{"key":"e_1_2_9_84_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19941271003"},{"key":"e_1_2_9_85_1","unstructured":"\u00a0"},{"key":"e_1_2_9_86_2","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.18932740208"},{"key":"e_1_2_9_87_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19801130530"},{"key":"e_1_2_9_88_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201400643"},{"key":"e_1_2_9_89_2","doi-asserted-by":"publisher","DOI":"10.1134\/S1070427212090145"},{"key":"e_1_2_9_90_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jorganchem.2019.01.018"},{"key":"e_1_2_9_91_2","doi-asserted-by":"publisher","DOI":"10.2174\/1570179416666181207125604"},{"key":"e_1_2_9_92_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.2013.269"},{"key":"e_1_2_9_93_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19210541124"},{"key":"e_1_2_9_94_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.7b03565"},{"key":"e_1_2_9_95_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200390018"},{"key":"e_1_2_9_96_2","first-page":"848","volume":"11","author":"Buzykin B. I.","year":"1975","journal-title":"Zh. Org. Khim."},{"key":"e_1_2_9_97_2","doi-asserted-by":"publisher","DOI":"10.1007\/s10870-006-9128-y"},{"key":"e_1_2_9_98_2","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.53.281"},{"key":"e_1_2_9_99_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19620950907"},{"key":"e_1_2_9_100_2","first-page":"110","volume":"65","author":"Joglekar S. J.","year":"1988","journal-title":"J. Indian Chem. Soc."},{"key":"e_1_2_9_101_2","unstructured":"US Patent3478097 1969."}],"container-title":["ChemPlusChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cplu.202400029","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,13]],"date-time":"2025-10-13T09:28:16Z","timestamp":1760347696000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cplu.202400029"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,5,7]]},"references-count":101,"journal-issue":{"issue":"8","published-print":{"date-parts":[[2024,8]]}},"alternative-id":["10.1002\/cplu.202400029"],"URL":"https:\/\/doi.org\/10.1002\/cplu.202400029","archive":["Portico"],"relation":{},"ISSN":["2192-6506","2192-6506"],"issn-type":[{"type":"print","value":"2192-6506"},{"type":"electronic","value":"2192-6506"}],"subject":[],"published":{"date-parts":[[2024,5,7]]},"assertion":[{"value":"2024-01-13","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2024-05-07","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202400029"}}