Force-Induced Cycloaddition of Aziridine: Can We Force a New Route?

Abstract

Cycloaddition reactions of aziridines with dipolarophiles under traditional thermal or photochemical conditions entail destructive routes to form reactive intermediates such as an azomethine ylide. This article highlights a recent study that demonstrates a cycloaddition reaction of aziridine induced by mechanical force. Experimental results suggest that the force-induced cycloaddition of aziridine with dimethyl acetylenedicarboxylate as a dipolarophile does not seem to involve an ylide, with implications for a possible new reaction route.

1 Rivalry between Aziridine and Epoxide

2 Mechanochemically Responsive Polymers

3 Aziridine Mechanophore

4 Concluding Remarks and Outlook

Key words

aziridines - cycloaddition - mechanochemistry - mechanophores - stereoselectivity

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