Publication

Head‐to‐Tail Dimerization of N‐Heterocyclic Diazoolefins

Rosario Scopelliti, Kay Severin, Farzaneh Fadaei Tirani, Andrzej Sienkiewicz, Zhaowen Dong, Paul Varava, Anastasia Gitlina, Wolfram Feuerstein, Tak Hin Wong
2023
Journal Articles

Abstract

The head-to-tail dimerization of N-heterocyclic diazoolefins is described. The products of these formal (3+3) cycloaddition reactions are strongly reducing quinoidal tetrazines. Oxidation of the tetrazines occurs in a stepwise fashion, and we were able to isolate a stable radical cation and diamagnetic dications. The latter are also accessible by oxidative dimerization of diazoolefins.

Official source

https://infoscience.epfl.ch/entities/publication/39038f1a-8346-4c2c-ae5f-f79e47afa2f4

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Head‐to‐Tail Dimerization of N‐Heterocyclic Diazoolefins

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