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Issue 87, 2014
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Alkyne mechanochemistry: putative activation by transoidal bending

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Abstract

We investigated the use of mechanical stress to bend carbon–carbon triple bonds. Formation of an isoquinoline after reaction with a benzyl azide trap points towards a nucleophilic addition mechanism, differentiating mechanochemical trans-bending of π bonds from the typical reactivity observed for cisoidal bending of triple bonds in strained cyclic alkynes.

Graphical abstract: Alkyne mechanochemistry: putative activation by transoidal bending

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Article information


Submitted
09 May 2014
Accepted
30 Jul 2014
First published
30 Jul 2014

Chem. Commun., 2014,50, 13235-13238
Article type
Communication
Author version available

Alkyne mechanochemistry: putative activation by transoidal bending

C. E. Diesendruck, L. Zhu and J. S. Moore, Chem. Commun., 2014, 50, 13235
DOI: 10.1039/C4CC03514C

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