Head‐to‐Tail Dimerization of N‐Heterocyclic Diazoolefins-Reference-Cited by-同舟云学术

Head‐to‐Tail Dimerization of N‐Heterocyclic Diazoolefins

Published:2023-05-09 Issue:25 Volume:135 Page:
ISSN:0044-8249
Container-title:Angewandte Chemie
language:en
Short-container-title:Angewandte Chemie

Author:

Varava Paul¹^ORCID,Wong Tak Hin¹^ORCID,Dong Zhaowen²^ORCID,Gitlina Anastasia Yu.¹^ORCID,Sienkiewicz Andrzej³⁴^ORCID,Feuerstein Wolfram¹^ORCID,Scopelliti Rosario¹^ORCID,Fadaei‐Tirani Farzaneh¹^ORCID,Severin Kay¹^ORCID

Affiliation:

1. Institut des Sciences et Ingénierie Chimiques Ecole Polytechnique Fédérale de Lausanne (EPFL) 1015 Lausanne Switzerland

2. Key Laboratory of Green Chemistry and Technology of Ministry of Education College of Chemistry Sichuan University 29 Wangjiang Road 610064 Chengdu P. R. China

3. Institute of Physics EPFL 1015 Lausanne Switzerland

4. ADSresonances Sàrl 1920 Martigny Switzerland

Abstract

AbstractThe 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.

Funder

Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung

Natural Science Foundation of Sichuan Province

Publisher

Wiley

Subject

General Medicine

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/ange.202303375

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