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中介甜菜碱——1,2,4-三唑鎓酚盐的N-杂环卡宾互变。硫、硒和硼烷加合物的形成。

Mesomeric betaine--N-heterocyclic carbene interconversions of 1,2,4-triazolium-phenolates. Sulfur, selenium, and borane adduct formation.

作者信息

Liu Ming, Nieger Martin, Schmidt Andreas

机构信息

Clausthal University of Technology, Institute of Organic Chemistry, Leibnizstrasse 6, D-38678 Clausthal-Zellerfeld, Germany.

出版信息

Chem Commun (Camb). 2015 Jan 11;51(3):477-9. doi: 10.1039/c4cc08032g. Epub 2014 Oct 31.

DOI:10.1039/c4cc08032g
PMID:25358558
Abstract

The conjugated mesomeric betaines 2-(1-phenyl-4H-1,2,4-triazolium-4-yl)phenolates are masked N-heterocyclic carbenes of 1,2,4-triazole which can be trapped as thiones and selenones. Reaction with triethylborane and triphenylborane resulted in the formation of first representatives of a new zwitterionic heterocyclic ring system, benzo[e]1,2,4-triazolo[3,4-c][1,4,2]oxazaborinium-4-ide, as a formal trapping product of an anionic N-heterocyclic carbene.

摘要

共轭的介晶甜菜碱2-(1-苯基-4H-1,2,4-三唑鎓-4-基)苯酚盐是1,2,4-三唑的掩蔽型N-杂环卡宾,可作为硫酮和硒酮被捕获。与三乙基硼和三苯基硼反应生成了一种新的两性离子杂环体系——苯并[e]1,2,4-三唑并[3,4-c][1,4,2]氧杂硼杂环丁烷-4-负离子的首个代表物,它是阴离子型N-杂环卡宾的一种形式捕获产物。

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