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RAS Chemistry & Material ScienceКоординационная химия Russian Journal of Coordination Chemistry

  • ISSN (Print) 0132-344X
  • ISSN (Online) 3034-5499

Synthesis of carbonylchromium complexes of benzimidazole and quinoxaline derivatives

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PII
S3034549925040038-1
DOI
10.7868/S3034549925040038
Publication type
Article
Status
Published
Authors
A. V. Grishin
  • Affiliation: National Research Lobachevsky State University of Nizhny Novgorod
Volume/ Edition
Volume 51 / Issue number 4
Pages
229-241
Abstract
Two approaches to the preparation of chromium complexes of condensed heterocyclic compounds bearing two nitrogen atoms are approved. The reactions of benzimidazole (L1) and 2-methylbenzimidazole (L2) with triammine(tricarbonyl)chromium (I) give the corresponding pentacarbonylchromium derivatives [(η1-C7H6N2)]Cr(CO)5 (II) and [2-Me-(η1-C7H5N2)]Cr(CO)5 (III) characterized by the nitrogen–chromium σ-bond, and ammine(pentacarbonyl)chromium (Cr(NH3)(CO)5, IV) is formed as a by-product. Analogous reactions involving 1,2,3,4-tetrahydroquinoxaline (L3) and 3-phenyl-1,2-dihydroquinoxaline (L4) afford tricarbonylchromium π-complexes [(η6-C6H4)C2H6N2)]Cr(CO)3 (V) and [3-Ph-(η6-C6H4)C2H3N2)]Cr(CO)3 (VI), respectively. The condensations of (η6-ortho-phenylenediamine)tricarbonylchromium (VII) with benzaldehyde and of ortho- phenylenediamine with (η6-benzaldehyde)tricarbonylchromium (VIII) afford acyclic compounds (azomethines [PhCH=N(η6-C6H4)NH2]Cr(CO)3 (IX) and [(η6-Ph)CH=NC6H4NH2]Cr(CO)3 (X), respectively), whereas the reaction of acetaldehyde with complex VII gives a mixture of heterocyclic products: exo-[1,3-bis-(C2H4OEt)-2-Me-(η6-C6H4)CHN2]Cr(CO)3 (XI) and endo-[1,3-bis-(C2H4OEt)-2-Me-(η6-C6H4)CHN2]Cr(CO)3 (XII). The spectral characteristics of the synthesized compounds are studied, and their purity and individual character are proved. The molecular structures of complexes III and XI are determined by XRD (CIF files CCDC nos. 2245463 (III) and 2362231 (XI)).
Keywords
бензимидазол хиноксалин хромпентакарбонильные комплексы (арен)хромтрикарбонильные комплексы гетероциклические соединения триамминхромтрикарбонил
Date of publication
15.04.2025
Year of publication
2025
Number of purchasers
0
Views
48

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