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Zwitterion‐Initiated Hydroboration of Alkynes and Styrene
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-12-20 , DOI: 10.1002/adsc.202001323
Alessandro Bismuto 1 , Michael J. Cowley 1 , Stephen P. Thomas 1
Affiliation  

The hydroboration of alkynes and styrene with HBpin has been developed using tris(pentaflurophenyl)borane (B(C6F5)3) as the initiator of catalysis. The hydroboration is proposed to be initiated by Lewis acid activation of the alkyne by (B(C6F5)3) to form a highly reactive zwitterionic species which subsequently react with HBpin to give the alkenyl boronic ester. This zwitterion has also showed potential to be a competent catalyst for the hydroboration of styrene. The zwitterionic intermediate is analogous to that proposed in the Piers borane‐catalysed hydroboration and 1,1‐carboboration of alkynes with B(C6F5)3.

中文翻译:

两性离子引发的炔烃和苯乙烯的硼氢化

使用三(五氟苯基)硼烷(B(C 6 F 53)作为催化引发剂,开发了炔烃和苯乙烯与HBpin的硼氢化反应。提出氢硼化是通过(B(C 6 F 53)的路易斯酸对炔烃的路易斯酸活化作用而引发的,以形成高反应性的两性离子物质,该物质随后与HBpin反应生成烯基硼酸酯。该两性离子还显示出可能成为苯乙烯加氢硼化的有效催化剂。两性离子中间体类似于在Piers硼烷催化的硼氢化反应和B(C 6 F 53炔烃的1,1碳硼化反应中提出的中间体
更新日期:2020-12-20
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