NEW DIMERIC PRODUCTS FROM THE THERMAL AND PHOTOCHEMICAL DECOMPOSITIONOF 2-AZIDOPHENAZINE

Citation
A. Albini et al., NEW DIMERIC PRODUCTS FROM THE THERMAL AND PHOTOCHEMICAL DECOMPOSITIONOF 2-AZIDOPHENAZINE, Heterocycles, 35(2), 1993, pp. 885-893
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
35
Issue
2
Year of publication
1993
Pages
885 - 893
Database
ISI
SICI code
0385-5414(1993)35:2<885:NDPFTT>2.0.ZU;2-U
Abstract
Re-examination of the thermal and photochemical decomposition of 2-azi dophenazine reveals new pathways. Thus, besides reduction to the amine , the triplet nitrene yields the azo derivative and phenazino[1',2':5, 6]pyridazino[4,3-a]phenazine while the singlet nitrene rearranges to t he dehydroazepine and adds a further molecule of azide to yield an ope n-chain imine. The factors leading to the predominance of ''dimeric'' products from this type of heterocyclic azides are discussed.