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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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Publication details

The article was received on 09 May 2014, accepted on 30 Jul 2014 and first published on 30 Jul 2014


Article type: Communication
DOI: 10.1039/C4CC03514C
Author version available: Download Author version (PDF)
Citation: Chem. Commun., 2014,50, 13235-13238
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    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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