Synthesis of Carbonylchromium Complexes of Benzimidazole and Quinoxaline Derivatives

IF 1.1 3区化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR

Russian Journal of Coordination Chemistry Pub Date : 2025-04-11 DOI:10.1134/S1070328424601213

A. V. Grishin, E. V. Sazonova, N. V. Somov, S. V. Baryshnikova, N. Yu. Grishina

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引用次数: 0

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)).

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苯并咪唑和喹啉衍生物羰基铬配合物的合成

采用两种方法制备含两个氮原子的缩合杂环化合物的铬配合物。苯并咪唑（L1）和2-甲基苯并咪唑（L2）与三胺（三羰基）铬(I)反应生成相应的五羰基铬衍生物[(η1-C7H6N2)]Cr(CO)5 （II）和[2-Me-(η1-C7H5N2)]Cr(CO)5 (III)，其特征为氮-铬σ键，副产物为胺（五羰基）铬(Cr（NH3)(CO)5， IV）。涉及1,2,3,4-四氢喹啉（L3）和3-苯基-1,2-二氢喹啉（L4）的类似反应分别得到三羰基铬π配合物[(η6-C6H4)C2H6N2)]Cr(CO)3 (V)和[3- ph -(η6-C6H4)C2H3N2]Cr(CO)3 （VI）。（η6-邻苯二胺）三羰基铬（VII）与苯甲醛缩合，（η6-邻苯二胺）三羰基铬（VIII）与（η6-苯甲醛）三羰基铬（VIII）缩合得到无环化合物(分别为偶亚胺[PhCH=N(η6-C6H4)NH2]Cr(CO)3 （IX）和[(η6-Ph)CH=NC6H4NH2]Cr(CO)3 (X))，而乙醛与配合物VII反应得到杂环产物的混合物：外-[1,3-双(C2H4OEt)-2- me -(η - 6- c6h4)CHN2]Cr(CO)3 （XI）和内-[1,3-双(C2H4OEt)-2- me -(η - 6- c6h4)CHN2]Cr(CO)3 (XII).研究了合成化合物的光谱特征，并证明了它们的纯度和个性。配合物III和XI的分子结构由XRD测定（CIF文件CCDC no . 2245463 （III）和2362231 (XI)）。

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来源期刊

Russian Journal of Coordination Chemistry 化学-无机化学与核化学

CiteScore

2.40

自引率

15.80%

发文量

审稿时长

7.2 months

期刊介绍： Russian Journal of Coordination Chemistry is a journal that publishes reviews, original papers, and short communications on all aspects of theoretical and experimental coordination chemistry. Modern coordination chemistry is an interdisciplinary science that makes a bridge between inorganic, organic, physical, analytical, and biological chemistry.