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偕二硼烷和二氧化碳作用于炔烃的催化硼羧化反应:N-杂环卡宾铜催化剂的应用。

Catalytic boracarboxylation of alkynes with diborane and carbon dioxide by an N-heterocyclic carbene copper catalyst.

机构信息

Organometallic Chemistry Laboratory and Advanced Catalyst Research Team, RIKEN Advanced Science Institute, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.

出版信息

J Am Chem Soc. 2012 Sep 5;134(35):14314-7. doi: 10.1021/ja3063474. Epub 2012 Aug 23.

DOI:10.1021/ja3063474
PMID:22909063
Abstract

By the use of an N-heterocyclic carbene copper(I) complex as a catalyst, the boracarboxylation of various alkynes (e.g., diaryl alkynes, aryl/alkyl alkynes, and phenylacetylene) with a diborane compound and carbon dioxide has been achieved for the first time, affording the α,β-unsaturated β-boralactone derivatives regio- and stereoselectively via a borylcupration/carboxylation cascade. Some important reaction intermediates were isolated and structurally characterized to clarify the reaction mechanism.

摘要

首次使用 N-杂环卡宾铜(I)配合物作为催化剂,实现了二硼烷化合物和二氧化碳与各种炔烃(如二芳基炔烃、芳基/烷基炔烃和苯乙炔)的硼羧化反应,通过硼铜化/羧化级联反应以区域和立体选择性得到α,β-不饱和β-硼内酯衍生物。分离并结构表征了一些重要的反应中间体,以阐明反应机理。

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