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