Crystalline-state Z,E-photoisomerization of a series of (Z,E,Z)-1,6-diphenylhexa-1,3,5-triene 4,4'-dicarboxylic acid dialkyl esters. Chain length effects on the crystal structure and photoreactivity |
| |
Authors: | Sonoda Yoriko Kawanishi Yuji Tsuzuki Seiji Goto Midori |
| |
Institution: | Nanotechnology Research Institute and Technical Center, National Institute of Advanced Industrial Science and Technology, Higashi 1-1-1, Tsukuba, Ibaraki 305-8565, Japan. y.sonoda@aist.go.jp |
| |
Abstract: | reaction: see text] Crystalline-state Z,E-photoisomerization of a series of (Z,E,Z)-1,6-diphenylhexa-1,3,5-triene 4,4'-dicarboxylic acid dialkyl (R) esters (Z,E,Z)-1a, R = Me; (Z,E,Z)-1b, R = Et; (Z,E,Z)-1c, R = n-Pr; (Z,E,Z)-1d, R = n-Bu] was investigated. All Z,E,Z isomers underwent one-way isomerization to the corresponding E,E,E isomers. The reaction efficiency was strongly enhanced as the length of the alkyl chain increased. Single-crystal X-ray analyses of (Z,E,Z)-1a-d showed that the alkyl chain part of the crystals became larger as the chain length increased. The conformational flexibility of the alkyl chains made the large change in the triene geometry in the lattice possible, leading to the enhancement of the photoreactivity in the crystalline state. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|