Halogenation and μH Tautomerism of 7-Benzyl-7,8-dicarba-nido-undecaborate(−1) Anion
- Авторы: Rudakov D.A.1, Genaev A.M.1, Dikusar E.A.2, Zvereva T.D.2, Zubreichuk Z.P.2, Potkin V.I.2
-
Учреждения:
- Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch
- Institute of Physical Organic Chemistry
- Выпуск: Том 55, № 10 (2019)
- Страницы: 1495-1503
- Раздел: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/221254
- DOI: https://doi.org/10.1134/S1070428019100075
- ID: 221254
Цитировать
Аннотация
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-X2-7,8-C2B9H9]− (X = Cl, Br, I). The reaction of 1-PhCH2-1,2-C2B10H11 with an equimolar amount of iodine gave a mixture of Me4N+·[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 11B chemical shifts of each μ-H tautomer of Me4N+ [7-PhCH2-9,11-X2-7,8-C2B9H9]− (X = H, F, Cl, Br, I) were calculated at the DFT level of theory, and their contributions to the average 11B NMR spectrum and the corresponding tautomeric equilibrium constants were determined.
Ключевые слова
Об авторах
D. Rudakov
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch
Автор, ответственный за переписку.
Email: rudakov@nioch.nsc.ru
Россия, Novosibirsk
A. Genaev
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch
Email: rudakov@nioch.nsc.ru
Россия, Novosibirsk
E. Dikusar
Institute of Physical Organic Chemistry
Email: rudakov@nioch.nsc.ru
Белоруссия, Minsk
T. Zvereva
Institute of Physical Organic Chemistry
Email: rudakov@nioch.nsc.ru
Белоруссия, Minsk
Z. Zubreichuk
Institute of Physical Organic Chemistry
Email: rudakov@nioch.nsc.ru
Белоруссия, Minsk
V. Potkin
Institute of Physical Organic Chemistry
Email: rudakov@nioch.nsc.ru
Белоруссия, Minsk
Дополнительные файлы
