高等学校化学学报 ›› 2004, Vol. 25 ›› Issue (4): 659.

• 研究论文 • 上一篇    下一篇

带有四个不同芳基的环丁烷的合成、结构及光化学性质

庄俊鹏, 张文勤   

  1. 天津大学化学系, 天津 300072
  • 收稿日期:2003-03-19 出版日期:2004-04-24 发布日期:2004-04-24
  • 通讯作者: 张文勤(1964年出生),男,教授,博士生导师,从事有机光化学研究.E-mail:wqzhang@tju.edu.cn E-mail:wqzhang@tju.edu.cn
  • 基金资助:

    教育部骨干教师基金(2000年)资助

Synthesis, Structure and Photochemical Properties of Cyclobutanes Containing Four Different Aryl Groups

ZHUANG Jun-Peng, ZHANG Wen-Qin   

  1. Department of Chemistry, Tianjin University, Tianjin 300072, China
  • Received:2003-03-19 Online:2004-04-24 Published:2004-04-24

摘要: 通过不同杂芳基乙烯分子间的交叉光二聚反应在硫酸溶液中和中压汞灯照射下,合成了4种含7个不同取代芳基的环丁烷衍生物.用紫外和红外光谱及1H和13CNMR谱确定其结构为顺式头尾相对型二聚体.

关键词: 环丁烷, 杂芳基乙烯, 交叉光二聚, 光解, 苯并唑

Abstract: Four cyclobutane derivatives, rctt-1-(2-benzoxazolyl)-2-(4-chlorophenyl)-3-(4-pyridinyl) -4-phenylcyclobutane, rctt-1-(2-benzoxazolyl)-2-phenyl-3-(4-pyridinyl)-4-(4-chlorophenyl)cyclo-butane, rctt-1-(2-benzoxazolyl)-2-(4-chlorophenyl)-3-[2-(5-phenyloxazolyl)]-4-phenylcyclobutane and rctt-1-(2-benzoxazolyl)-2-phenyl-3-[2-(5-phenyloxazolyl)]-4-(4-chlorophenyl)cyclobutane, containing four different aryl groups, were synthesized by the cross-photodimerization reactions of different heteroarylethene monomers in sulfuric acid solution upon the irradiation of medium-pressure mercury lamp. Three photodimers were detected in the reaction, two of them were the photodimer of the monomer itself and the other was the cross-photodimer. The photolysis of the cross-photodimer upon the irradiation of low-pressure mercury lamp was carried out in dilute methanol solution and the reactions were traced by UV and HPLC. It was found that the cross-photodimer photolysized into trans-monomers at first, which were then converted to cis-monomers by trans-cis isomerization.

Key words: Cyclobutane, Heteroarylethene, Cross-photodimerization, Photolysis, Benzoxazole

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