Tetraazapentalene Chemistry: Unexpected Intramolecular Electron Rearrangement Induced by Highly Reactive  ψ ‐Dinitroso Substituents | Zendy

Huynh My Hang V. | Zendy; Hiskey Michael A. | Zendy; Chavez David E. | Zendy; Gilardi Richard D. | Zendy

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Tetraazapentalene Chemistry: Unexpected Intramolecular Electron Rearrangement Induced by Highly Reactive ψ ‐Dinitroso Substituents

Author(s) -

Huynh My Hang V.,

Hiskey Michael A.,

Chavez David E.,

Gilardi Richard D.

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200502342

Subject(s) - intramolecular force , chemistry , reactive intermediate , nitrogen atom , ring (chemistry) , rearrangement reaction , photochemistry , bond cleavage , intramolecular reaction , atom (system on chip) , stereochemistry , organic chemistry , catalysis , computer science , embedded system

Off with a bang : The thermally stable high‐energy 1 was prepared in a more efficient synthetic route. An unexpected ring scission of the tetraazapentalene T‐shaped isomer 1 (distinctive nitrogen atom arrangement indicated in blue) occurs through an intramolecular electron rearrangement activated by highly‐reactive ψ ‐dinitroso substituents of intermediate 2 to give 3 .

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