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Thermal and Photochemical Denitrogenation of a Polycyclic Azoalkane as Mechanistic Probe for the Di‐π‐Methane Rearrangement of 7,7‐ Dimethylenebenzonorbornadiene
Author(s) -
Adam Waldemar,
De Lucchi Ottorino
Publication year - 1981
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198104001
Subject(s) - methane , chemistry , photodissociation , photochemistry , thermal decomposition , cleavage (geology) , organic chemistry , materials science , fracture (geology) , composite material
A study of the course of the di‐π‐methane rearrangement ( 1 ) → ( 2 ) stimulated synthesis of the polycyclic azoalkane (3) , which opens up a convenient entry to the postulated intermediary diradicals by N 2 ‐cleavage. Thermolysis and direct photolysis of (1) and (3) are indicated on the basis of a qualitative energy‐diagram.