57021-49-5Relevant articles and documents
Practical synthesis of photochromic diarylethenes in integrated flow microreactor systems
Asai, Tatsuro,Takata, Atsushi,Nagaki, Aiichiro,Yoshida, Jun-Ichi
experimental part, p. 339 - 350 (2012/06/30)
An effective method for the synthesis of photochromic diarylethenes through the generation of heteroaryllithiums and subsequent reaction with octafluorocyclopentene has been developed by using integrated flow microreactor systems. Reactions can be conducted without using cryogenic conditions by virtue of effective temperature and residence time control, although much lower temperatures (-1. Therefore, the present integrated flow microreactor method serves as a practical way of synthesizing various photochromic diarylethene derivatives. Too successful to be cool: An effective method for the synthesis of photochromic diarylethenes has been developed by using integrated flow microreactor systems. Reactions can be conducted without the need for cryogenic conditions by using these systems (see picture). The synthesis of unsymmetrical diarylethenes, which is difficult to achieve by using conventional macro batch systems, has also been accomplished. Copyright
Thermally Irreversible Photochromic Systems. Reversible Photocyclization of 2-(1-Benzothiophen-3-yl)-3-(2 or 3-thienyl)maleimide Derivatives
Uchida, Kingo,Kido, Yuichi,Yamaguchi, Tadatsugu,Irie, Masahiro
, p. 1101 - 1108 (2007/10/03)
Non-symmetric diarylethenes that have a 1-benzothiophene ring on one end and a 2-thienyl or 3-thienyl group on the other end of the double bond of maleimide were synthesized in order to study the effects of the substitution position of the thiophene ring on the absorption bands and the reactivities. The open-and closed-ring forms of N-cyanomethyl-2-(2, 4-dimethyl-5-phenyl-3-thienyl)-3-(2-methoxy-1-benzothiophen-3-yl)maleimide showed absorption bands at 420 and 563 nm in hexane, respectively. When 3-thienyl was changed to 2-thienyl, the absorption bands of N-cyanomethyl-2-(3,4-dimethyl-5-phenyl-2-thienyl)-3-(2-methoxy-1-benzothiophen- 3-yl)maleimide shifted to 448 nm (the open-ring form) and 487 nm (the closed-ring form), respectively. The cyclization and ring-opening quantum yields were also dependent on the substitution position. The cyclization yield decreased from 0.30 to 0.03 by changing the position from 3- to 2-thienyl, while the ring-opening yield increased from 0.03 to 0.13. No absorption spectral change by photoirradiation was observed for N-cyanomethyl-2,3-bis(3,4-dimethyl-5-phenyl-2-thienyl)maleimide, which has two 2-thienyl groups.