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Citation: Zhuang Jun-Peng, Zhang Wen-Qin. Cross-photodimerization of 4-(2-phenylethenyl)pyridine, 2-(2-phenylethenyl)benzoxazole and 5-phenyl-2-(2-phenyl-ethenyl) oxazole[J]. Acta Physico-Chimica Sinica, ;2004, 20(02): 173-177. doi: 10.3866/PKU.WHXB20040213 shu

Cross-photodimerization of 4-(2-phenylethenyl)pyridine, 2-(2-phenylethenyl)benzoxazole and 5-phenyl-2-(2-phenyl-ethenyl) oxazole

1.
Department of Chemistry, Tianjin University, Tianjin　300072

Received Date: 21 August 2003
Available Online: 15 February 2004

Three cross-photodimers were synthesized by irradiation of each two monomers of 4-(2-phenylethenyl)pyridine, 2-(2-phenylethenyl)benzoxazole and 5-phenyl-2-(2-phenylethenyl) oxazole in H2SO4 solution using medium-pressure Mercury lamp (λ > 300 nm) as light source.The cross-photodimerization was monitored by HPLC titration. The results showed that three photodimers were produced in each reaction,two of them were the self-photodimers and the other one was the cross-photodimer. The cross-photodimers were isolated by column chromatography and their structures with syn-head-to-tail configurations were determined by UV, IR, 1H NMR, 13C NMR and MS. The photolysis of the cross-photodimer was performed in dilute methanol solution upon the irradiation of low-pressure Mercury lamp (λ=254 nm) and monitored by HPLC and UV titration. It was found that the cross-photodimer was photolyzed into trans-monomers at first, and then the new-formed trans-monomers were converted into cis-ones by the trans-cis isomerization.
- Cross-photodimerization;Cyclobutane;Photolysis;Heteroarylethene
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