(N-Heterocyclic Carbene)2-Pd(0)-Catalyzed Silaboration of Internal and Terminal Alkynes: Scope and Mechanistic Studies

被引:28
作者
Ansell, Melvyn B. [1 ]
Spencer, John [1 ]
Navarro, Oscar [1 ]
机构
[1] Univ Sussex, Dept Chem, Brighton BN1 9QJ, E Sussex, England
基金
英国工程与自然科学研究理事会;
关键词
N-heterocyclic carbene; silaboration; homogeneous catalysis; alkyne; palladium; synthetic methods; PALLADIUM-CATALYZED SILABORATION; STEREOSELECTIVE-SYNTHESIS; MULTISUBSTITUTED OLEFINS; PLATINUM COMPLEXES; CIS-SILABORATION; BIS-SILYLATION; METATHESIS; ALKENES; BOND; REGIOSELECTIVITY;
D O I
10.1021/acscatal.6b00127
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Pd(ITMe)(2)(PhC CPh) acts as a highly reactive precatalyst in the silaboration of terminal and internal alkynes to yield a number of known and novel 1-silyl-2-boryl alkenes. Unprecedented mild reaction temperatures for terminal alkynes, short reaction times, and low catalytic loadings are reported. During mechanistic studies, cis-Pd(ITMe)(2)(SiMe2Ph)(Bpin) was directly synthesized by oxidative addition of PhMe(2)SiBpin to Pd(ITMe)(2)(PhC CPh). This represents a very rare example of a (silyl)(boryl)palladium complex. A plausible catalyst decomposition route was also examined.
引用
收藏
页码:2192 / 2196
页数:5
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