Triazolium Salts as Lewis Acid Catalysts

被引：17

作者：

Ranolia, Deepak ^{[1
]}

Avigdori, Idan ^{[1
]}

Singh, Kuldeep ^{[1
]}

Koronatov, Aleksandr ^{[1
]}

Fridman, Natalia ^{[1
]}

Gandelman, Mark ^{[1
]}

机构：

[1] Technion Israel Inst Technol, Schulich Fac Chem, IL-32000 Haifa, Israel

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 22期

关键词：

B(C6F5)(3)-CATALYZED HYDROSILATION; 1,3-DIAZA-2-AZONIAALLENE SALTS; NITRENIUM IONS; CYCLOADDITIONS; REACTIVITY; CHEMISTRY; PAIRS;

D O I：

10.1021/acs.orglett.2c01108

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe a new type of nitrenium-based Lewis acids: tetraaryl-1,2,3-triazolium salts. These were fully characterized by NMR and X-ray crystallography. The Gutmann-Beckett acidity numbers were determined to be up to 35.6, which is high compared to those of previously studied nitrenium salts. These salts catalyze the facile hydrosilylation-deoxygenation of ketones, aldehydes, acetals, alcohols, ethers, and silyl ethers under mild conditions in excellent yields. To our knowledge, this represents a first example of triazolium ions used as Lewis acid catalysts.

引用

页码：3915 / 3919

页数：5

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