Premium
Photochromic Reactions of Diarylethenes in Single Crystals with Intermolecular OH⋅⋅⋅N Hydrogen‐Bonding Networks
Author(s) -
Morimoto Masakazu,
Irie Masahiro
Publication year - 2006
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200501148
Subject(s) - diarylethene , photochromism , cocrystal , cyan , hydrogen bond , intermolecular force , molecule , chemistry , crystallography , crystal (programming language) , conformational isomerism , crystal structure , derivative (finance) , photochemistry , crystal engineering , single crystal , organic chemistry , art , computer science , economics , financial economics , visual arts , programming language
The crystal structures and photochromic performance of a single crystal of a diarylethene derivative possessing carboxyl groups, 1,2‐bis(5‐carboxyl‐2‐methyl‐3‐thienyl)perfluorocyclopentene ( 1 a ), and cocrystals of 1 a with 4,4′‐, 2,4′‐, and 2,2′‐bipyridines were examined. In crystal 1 a , a discrete cyclic structure was observed, in which four 1 a molecules are linked through hydrogen bonds between the carboxyl groups. In the homocrystal, photoreactive and photoinactive conformers of 1 a exist in the ratio of 1:1. In the cocrystals of 1 a with bipyridines, OH⋅⋅⋅N‐type hydrogen bonds between 1 a and pyridyl groups were formed, and all 1 a molecules are fixed in a photoreactive conformation. Both the homocrystal 1 a and the cocrystals showed photochromic performances, and color variation from bluish‐violet to cyan was observed, depending on the conformation of the packed diarylethene molecules.