Unexpected Electronic Behavior of Organic Azide and Metal-Carbynein Their 1,3-Dipolar Cycloaddition Reaction

A Summary of main observation and conclusion 1,3-Dipolar cycloaddition reaction between organic azide and metal carbyne is a useful strategy to construct metallacycles. However, the electronic behavior of organic azide in 1,3-dipolar cycloaddition reactions is less explored. This work revealed the unexpected role of organic azide as electrophiles in its cycloadditions with various metal carbynes. The feasibility and regioselectivity of a Fischer-type osmium carbyne in its reaction with an organic azide are explained by the increased nucleophilicity of carbyne carbon upon bending.