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金催化的 1,5-二炔生成乙烯基阳离子。

On the Gold-Catalyzed Generation of Vinyl Cations from 1,5-Diynes.

机构信息

Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.

Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, Saudi Arabia.

出版信息

Angew Chem Int Ed Engl. 2017 Mar 13;56(12):3364-3368. doi: 10.1002/anie.201700057. Epub 2017 Feb 14.

Abstract

Conjugated 1,5-diynes bearing two aromatic units at the alkyne termini were converted in the presence of a gold catalyst. Under mild conditions, aryl-substituted dibenzopentalenes were generated. Calculations predict that aurated vinyl cations are key intermediates of the reaction. A bidirectional approach provided selective access to the angular annulated product in high yield, which was explained by calculations.

摘要

在金催化剂的存在下,末端炔基带有两个芳基单元的共轭 1,5-二炔被转化。在温和条件下,生成了芳基取代的二苯并对戊烯。计算预测,金叶乙烯基阳离子是反应的关键中间体。一种双向方法以高产率选择性地得到角环化产物,这可以通过计算得到解释。

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