NEW CONSECUTIVE PHOTOCHEMICAL-REACTIONS OF NAPHTHO[1,8-DE]-1,3-DITHIIN-1-N-TOSYLSULFILIMINES VIA THE THROUGH-SPACE INTERACTION BETWEEN 2 SULFUR-ATOMS - A CONVENIENT METHOD FOR PREPARATION OF N-TOSYLALDIMINES

Citation
T. Fujii et al., NEW CONSECUTIVE PHOTOCHEMICAL-REACTIONS OF NAPHTHO[1,8-DE]-1,3-DITHIIN-1-N-TOSYLSULFILIMINES VIA THE THROUGH-SPACE INTERACTION BETWEEN 2 SULFUR-ATOMS - A CONVENIENT METHOD FOR PREPARATION OF N-TOSYLALDIMINES, Heteroatom chemistry, 9(1), 1998, pp. 29-40
Citations number
67
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry
Journal title
ISSN journal
1042-7163
Volume
9
Issue
1
Year of publication
1998
Pages
29 - 40
Database
ISI
SICI code
1042-7163(1998)9:1<29:NCPON>2.0.ZU;2-L
Abstract
Naphtho[1,8-de]-1,3-dithiin-1-N-tosylsulfilimines underwent facile con secutive photochemical reactions to give quantitatively the correspond ing N-tosylaldimines, together with naphtho[1,8-cd]-1,2-dithiole, via a sulfur-sulfur interaction. The intermediate, ydro-3-phenyl-naphtho[1 ,8-e][1,4]dithia[2]-azepin, was isolated by liquid chromatography of t he reaction mixtures, and its structure was determined by X-ray crysta llographic analysis. The proposed mechanism for these photochemical re actions is based on quantum yield measurements, photo-intensity effect s, and crossover experiments. (C) 1998 John Wiley & Sons, Inc.