Intermolecular Desymmetrizing Gold‐Catalyzed Yne–Yne Reaction of Push–Pull Diarylalkynes

Intermolecular Desymmetrizing Gold‐Catalyzed Yne–Yne Reaction of Push–Pull Diarylalkynes Push–pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of the electron‐poor aryl unit then leads to the selective formation of highly substituted naphthalenes in a single step and in complete atom economy. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Chemistry - A European Journal Wiley

Intermolecular Desymmetrizing Gold‐Catalyzed Yne–Yne Reaction of Push–Pull Diarylalkynes

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Publisher
Wiley Subscription Services, Inc., A Wiley Company
Copyright
© 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
0947-6539
eISSN
1521-3765
D.O.I.
10.1002/chem.201800360
Publisher site
See Article on Publisher Site

Abstract

Push–pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of the electron‐poor aryl unit then leads to the selective formation of highly substituted naphthalenes in a single step and in complete atom economy.

Journal

Chemistry - A European JournalWiley

Published: Jan 12, 2018

Keywords: ; ; ; ;

References

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