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Porphyrin-azo benzene triad E-2, having ester spacers between the chromophores, was synthesized and its photochemical and thermal isomerization properties were investigated. Triad E-2 showed little electronic communication among the chromophores according to a comparison of the steady-state absorption and fluorescence spectra of E-2 and their model compounds. E-2 showed photochemical E-Z isomerization and subsequent thermal Z-to-E isomerization. The porphyrin chromophore in Z-2, obtained by photoisomerization, did not strongly affect the transient state of thermal Z-to-E isomerization of the azobenzene unit. The high E-isomer composition at the photostationary state indicates the occurrence of triplet energy transfer between porphyrin and azobenzene. E-2 forms 1:1 complex with 4,4'-bipyridyl (Bipy). The stability constant for E-2 with Bipy was determined (log K = 4.20 mol(-1) dm(3)) by iterative least-squares fitting to a 1: 1 binding model. (C) 2004 Elsevier Ltd. All rights reserved.
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- DOI : 10.1016/j.tetlet.2004.10.076
- ISSN : 0040-4039
- Web of Science ID : WOS:000225382700015