ADIABATIC INTRAMOLECULAR HYDROGEN-ATOM TRANSFER IN 2-[2-(2-PYRROLYL)ETHENYL]PYRIDINE

Authors
OBI M SAKURAGI H ARAI T
Citation
M. Obi et al., ADIABATIC INTRAMOLECULAR HYDROGEN-ATOM TRANSFER IN 2-[2-(2-PYRROLYL)ETHENYL]PYRIDINE, Chemistry Letters, (2), 1998, pp. 169-170
Citations number
5
Categorie Soggetti
Chemistry
Journal title
Chemistry Letters → ACNP
ISSN journal
03667022
Issue
2
Year of publication
1998
Pages
169 - 170
Database
ISI
SICI code
0366-7022(1998):2<169:AIHTI2>2.0.ZU;2-G
Abstract
2-[2-(2-Pyrrolyl)ethenyl]pyridine (3) forms an intramolecular hydrogen bond between the pyridine and pyrrole ring and undergoes one-way tran s --> cis isomerization on direct irradiation. Furthermore, cis isomer undergoes intramolecular hydrogen atom transfer to give a tautomer in the excited singlet state. Based on the experimental findings, effect s of intramolecular hydrogen bond and the solvent on the photochemical behaviors of 3 were discussed.