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Paper | Special issue | Vol 76, No. 1, 2008, pp.353-380
Published online, 18th March, 2008
DOI: 10.3987/COM-08-S(N)14
The Octaethylporphyrin-Dihexylbithiophene Derivatives Combined with Pyridine and Pyrimidine Rings. Their Syntheses and Proton-Mediated and Heat-Driven Spectral Changes

Hiroyuki Higuchi,* Naoto Hayashi, Takuya Matsukihira, Takanori Kawakami, Toru Takizawa, Junji Saito, Keiko Miyabayashi, and Mikio Miyake

*Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama, Toyama 930-8555, Japan

Abstract

The octaethylporphyrin (OEP)-dihexylbithiophene (DHBTh) derivatives combined with pyridine (Pyr) and pyrimidine (Pym) as proton-acceptable rings (PAR) were synthesized, describable as OEP-DHBTh-PAR, in which all the OEP, DHBTh, and PAR components are connected with diacetylene linkage. Their 1H NMR and electronic spectral properties and electrochemical behaviors were studied under the neutral and acidic conditions. Reversible proton-mediated and heat-driven spectral changes of OEP- DHBTh-PAR were performed, reflecting both properties of PAR and DHBTh.