X-ray crystallographic study on single-crystalline photochromism of bis(2,5-dimethyl-3-thienyl)perfluorocyclopentene

被引:154
作者
Yamada, T
Kobatake, S
Muto, K
Irie, M
机构
[1] Kyushu Univ, Dept Chem & Biochem, Grad Sch Engn, Higashi Ku, Fukuoka 8128581, Japan
[2] Japan Sci & Technol Corp, CREST, Higashi Ku, Fukuoka 8128581, Japan
关键词
D O I
10.1021/ja993289x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The single-crystalline cycloreversion reaction of a photochromic diarylethene, bis(2,5-dimethyl-3-thienyl)perfluorocyclopentene, was studied by X-ray single-crystal structure analysis. The single crystal of the closed-ring form isomer was irradiated with 680 nm light and formation of the open-ring form isomer was followed. The crystal structure analysis revealed that the cycloreversion reaction proceeded in the single crystal in a conrotatory mode.
引用
收藏
页码:1589 / 1592
页数:4
相关论文
共 18 条
[1]   PHOTOCHROMISM DEPENDENT ON CRYSTAL PACKING - PHOTOINDUCED AND THERMAL PROTON-TRANSFER PROCESSES IN SINGLE-CRYSTALS OF 6-(2,4-DINITROBENZYL)-2,2'-BIPYRIDINE [J].
EICHEN, Y ;
LEHN, JM ;
SCHERL, M ;
HAARER, D ;
FISCHER, J ;
DECIAN, A ;
CORVAL, A ;
TROMMSDORFF, HP .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (22) :2530-2533
[2]   PHOTOCHROMISM AND THERMOCHROMISM OF SCHIFF-BASES IN THE SOLID-STATE AND IN RIGID GLASSES [J].
HADJOUDIS, E ;
VITTORAKIS, M ;
MOUSTAKALIMAVRIDIS, I .
TETRAHEDRON, 1987, 43 (07) :1345-1360
[3]   X-ray analysis of structural changes in photochromic salicylideneaniline crystals. Solid-state reaction induced by two-photon excitation [J].
Harada, J ;
Uekusa, H ;
Ohashi, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (24) :5809-5810
[4]   PHOTOCHROMISM OF SINGLE-CRYSTALLINE DIARYLETHENES [J].
IRIE, M ;
UCHIDA, K ;
ERIGUCHI, T ;
TSUZUKI, H .
CHEMISTRY LETTERS, 1995, (10) :899-900
[5]   PHOTOCHROMIC DIARYLETHENES WITH INTRALOCKING ARMS [J].
IRIE, M ;
MIYATAKE, O ;
UCHIDA, K ;
ERIGUCHI, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (22) :9894-9900
[6]   Synthesis and properties of photochromic diarylethenes with heterocyclic aryl groups [J].
Irie, M ;
Uchida, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1998, 71 (05) :985-996
[8]   The first in situ direct observation of the light-induced radical pair from a hexaarylbiimidazolyl derivative by X-ray crystallography [J].
Kawano, M ;
Sano, T ;
Abe, J ;
Ohashi, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (35) :8106-8107
[9]   Photochromism of 1,2-bis(2,5-dimethyl-3-thienyl)perfluorocyclopentene in a single crystalline phase [J].
Kobatake, S ;
Yamada, T ;
Uchida, K ;
Kato, N ;
Irie, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (11) :2380-2386
[10]   Photochromism of 1,2-bis(2-methyl-6-nitro-1-benzothiophen-3-yl) perfluorocyclopentene in a single-crystalline phase: Dichroism of the closed-ring form isomer [J].
Kobatake, S ;
Yamada, M ;
Yamada, T ;
Irie, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (37) :8450-8456