Реферат: New monomeric O,N-heterocyclic germylene AdAPGe (1) based on 4,6-di-tert-butyl-N-adamantyl-o-aminophenol is synthesized and structurally characterized. Germylene 1 in the crystal demonstrates weak Ge⋯Ge interactions between adjacent molecules. The redox activity of compound 1 and its known analogs PhAPGe (2), t-BuAPGe (3) was studied using cyclic voltammetry and chemical oxidation by the phenoxy radical. Germylene 1, as opposed to 2 and 3, was found to form a relatively stable o-iminosemiquinonate moiety during oxidation. The last one was detected by EPR spectroscopy in toluene solution at low temperatures. The catalytic activity of germylenes 1–3 and dippAPGe (4) (dipp – 2,6-di-isopropylphenyl) towards hydroboration and cyanosilylation of benzaldehyde was examined. Germylene 1 demonstrates the most potent promoter properties for such reactions, which allowed cyanosilylation and hydroboration of aldehyde under mild conditions with excellent conversion quickly. Theoretical studies were performed to establish the mechanism, and different reaction routes were examined. According to the DFT (B3LYP/def2-SVP) calculation, cyanosilylation and hydroboration processes are initiated by coordinating TMSCN or HBpin with the catalyst. The followed reaction with aldehyde leads to the resulting products.

Библиографическая ссылка: Arsenyeva K.V. , Pashanova K.I. , Trofimova O.Y. , Ershova I.V. , Chegerev M.G. , Starikova A.A. , Cherkasov A.V. , Syroeshkin M.A. , Kozmenkova A.Y. , Piskunov A.V.
O,N-Heterocyclic germylenes as efficient catalysts for hydroboration and cyanosilylation of benzaldehyde
New Journal of Chemistry. 2021. DOI: 10.1039/d1nj01644j WOS Scopus OpenAlex

Идентификаторы БД:

Web of science:	WOS:000662271600001
Scopus:	2-s2.0-85109208169
OpenAlex:	W3171399278

Цитирование в БД:

БД	Цитирований
OpenAlex	41
Scopus	36
Web of science	36

Альметрики: