Abstract: y Deboration of 1-PhCH2-1,2-C2B10H11 by heating in ethanolic potassium hydroxide afforded Me4N+ [7-PhCH2-7,8-C2B9H11](-) which was treated with excess halosuccinimide (NCS, NBS) in acetonitrile or with elemental iodine or bromine in methanol to obtain Me4N+ [7-PhCH2-9,11-X-2-7,8-C2B9H9](-) (X = Cl, Br, I). The reaction of 1-PhCH2-1,2-C2B10H11 with an equimolar amount of iodine gave a mixture of Me4N+center dot[7-PhCH2-11-I-7,8-C2B9H10](-) and Me4N+[7-C6H5CH2-9-I-7,8-C2B9H10](-) at a ratio 1 : 1.8 due to steric effect of the benzyl substituent. The B-11 chemical shifts of each mu-H tautomer of Me4N+ [7-PhCH2-9,11-X-2-7,8-C2B9H9](-)(X = H, F, Cl, Br, I) were calculated at the DFT level of theory, and their contributions to the average B-11 NMR spectrum and the corresponding tautomeric equilibrium constants were determined.

Cite: Rudakov D.A. , Genaev A.M. , Dikusar E.A. , Zvereva T.D. , Zubreichuk Z.P. , Potkin V.I.
Halogenation and mu H Tautomerism of 7-Benzyl-7,8-dicarba-nido-undecaborate(-1) Anion
Russian Journal of Organic Chemistry. 2019. V.55. N10. P.1495-1503. DOI: 10.1134/S1070428019100075 WOS Scopus РИНЦ

ArticleLinkType.TRANSLATED_TO_ORIGINAL: Рудаков Д.А. , Генаев А.М. , Дикусар Е.А. , Зверева Т.Д. , Зубрейчук З.П. , Поткин В.И.
Галогенирование и μh-таутомерия 7-бензил-7,8-дикарба-нидо-ундекаборат(-1) аниона
Журнал органической химии (RUSS J ORG CHEM+). 2019. Т.55. №10. С.1540-1550. DOI: 10.1134/S0514749219100070 РИНЦ

Dates:

Published print:	Oct 1, 2019
Published online:	Dec 9, 2019

Identifiers:

Web of science	WOS:000511211100007
Scopus	2-s2.0-85076862066
Elibrary	43220776
OpenAlex	W2995540781

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