Head‐to‐Tail Dimerization of N‐Heterocyclic Diazoolefins
Varava, Paul; Wong, Tak Hin; Dong, Zhaowen; Gitlina, Anastasia Yu.; Sienkiewicz, Andrzej; Feuerstein, Wolfram; Scopelliti, Rosario; Fadaei Tirani, Farzaneh; Severin, Kay
2023

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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.

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Title Head‐to‐Tail Dimerization of N‐Heterocyclic Diazoolefins
Author(s) Varava, Paul ; Wong, Tak Hin ; Dong, Zhaowen ; Gitlina, Anastasia Yu. ; Sienkiewicz, Andrzej ; Feuerstein, Wolfram ; Scopelliti, Rosario ; Fadaei Tirani, Farzaneh ; Severin, Kay
Published in Angewandte Chemie International Edition
Volume 62
Pages e202303375
Date 2023
DOI https://doi.org/10.1002/anie.202303375
Laboratories LCS
Record Appears in Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LCS - Laboratory of Supramolecular Chemistry
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date 2023-05-10

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