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化学学报
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化学学报 ›› 1998, Vol. 56 ›› Issue (6): 612-617. 上一篇    下一篇

研究论文

杂芳基乙烯光化学反应的研究 2: r-1, c-2, t-3, t-4-1, 3-二(4-甲基苯基)-2, 4-二(4-吡啶基)环丁烷的结构及光解反应

张文勤;张明杰;王家喜;杨学茹;王淑丽;江琴;安颖   

  1. 天津大学化学系;河北工业大学化工系
  • 发布日期:1998-06-15

Studies on the photochemical reaction of heteroarylethenes 2: Structure and chemical properties of r-1, c-2, t-3, t-r-1, 3-bis(4-methylphenyl)-2, 4-bis(4-pyridyl)cyclobutane

ZHANG WENQIN;ZHANG MINGJIE;WANG JIAXI;YANG XUERU;WANG SHULI;JIANG QIN;AN YING   

  • Published:1998-06-15

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通过反-1-(4-甲基苯基)-2-(4-吡啶基)乙烯(E-MEP)在稀盐酸中的光二聚反应得到了接近定量的标题化合物(DMDPC)。用元素分析,IR, UV, 1H NMR和MS表征了其结构, 并用X射线衍射法测定了DMDPC的晶体结构。DMDPC属单斜晶系, 空间群为P21/c, 晶胞参数a=1.1376(6), b=1.7379(8), c=1.1590(5)nm, β=106.16(4)ⅲ, Z=4。由于四元环同侧苯环和吡啶环的相互排斥作用, DMDPC采取蝶式构象。研究发现, DMDPC在短波紫外光照射下易发生开环反应; 同时还发现,E-MEP与其顺式异构体(Z-MEP)间的反-顺异构化平衡受照射光波长控制。

关键词: 吡啶 P, 光化学反应, 红外分光光度法, 元素分析, Ｘ射线衍射分析, 质谱法, 乙烯 P, 质子磁共振谱法, 环丁烷 P, 光解反应

Crystal structure of r-1, c-2, t-3, t-4-1, 3-bis(4-methylphenyl)-2, 4-bis(4-pyridyl) cyclobutane (DMDPC) was determined by X-ray diffraction method. The crystal is monoclinic, space group is P21/c, with a=1.1376(6), b=1.7379(8), c=1.1590(5)nm, β=106.16(4)ⅲ, Z=4. The cyclobutane ring has a puckered conformation because of repelling of the pyridine ring and benzene ring at the same side of the four-membered ring. It was found that the cyclobutane ring of DMDPC would be opened when irradiated under short wave UV light, trans-1-(4-methylphenyl)-2-(4-Pyridyl)ethene(E-MEP) was reproduced, then some of E-MEP was changed to its cis isomer. The ratio of trans to cis isomer was controlled by the wave length of irradiating light.

Key words: PYRIDINE P, PHOTOCHEMICAL REACTION, INFRARED SPECTROPHOTOMETRY, ELEMENTAL ANALYSIS, X-RAY DIFFRACTION ANALYSIS, MASS SPECTROGRAPHY, ETHYLENE P, PROTON MAGNETIC RESONANCE SPECTROMETRY, CYCLOBUTANE P, PHOTOLYTIC REACTION

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