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Control of photoisomerization of CC double bond by hydrogen bonding and photoinduced hydrogen atom transfer
Author(s) -
Azechi Yousuke,
Takemura Keiko,
Shinohara Yoshihiro,
Nishimura Yoshinobu,
Arai Tatsuo
Publication year - 2007
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1239
Subject(s) - chemistry , photoisomerization , photochemistry , tautomer , hydrogen atom , ring (chemistry) , photochromism , excited state , hydrogen bond , singlet state , absorption (acoustics) , absorption spectroscopy , pyrrole , fluorescence , atom (system on chip) , isomerization , molecule , catalysis , stereochemistry , atomic physics , organic chemistry , physics , quantum mechanics , acoustics , alkyl , computer science , embedded system
Olefins with a phenathroline ring and a pyrrole ring were prepared and hydrogen atom transfer reaction in the excited singlet state was observed. The tautomer produced in the excited singlet state has lifetime of 30–50 ps for cis ‐ 1 and c,t ‐ 2 and with fluorescence maximum at longer wavelength region at 640 nm. The compound 1 exhibited photochromic behavior with its absorption maximum changing between 380 nm and 440 nm, while 2 exhibited only the small change of the absorption spectra on photoirradiation. Copyright © 2007 John Wiley & Sons, Ltd.