T. Liu, Li-Ying Yang, J. Yu
Sep 5, 2008
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Journal
Frontiers of Chemistry in China
Abstract
Abstract2-Methylthiophene (1) was treated at 0°C with liquid bromine to form 3,5-dibromo-2-methylthiophene (2) which reacted with tributyl borate to give 2-methyl-3-bromo-5-boronate thiophene (3) at −78°C. Treatment of 3 with 3,4-difluorobrombenzene gave 2-methyl-3-bromo-5-(3,4-difluorophenyl)thiophene (4). Finally, a novel photochromic dithienylethene compound, 1,2-bis [2-methyl-5(3,4-difluorophenyl)-3-thienyl]perfluorocyclopentene (DT-1), was synthesized by the reaction of 4 with perfluorocyclopentene at −78°C. The compound (DT-1) was characterized by IR, NMR, MS, elemental analysis and its photochromic behavior was also discussed.