Stable Non-fused [22]Pentaphyrins and A Fused [24]Pentaphyrin Displaying Crystal Polymorphism between Hückel and Möbius Structures

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• 作者：Dr. Tomoki Yoneda ; Dr. Tyuji Hoshino and Prof. Dr. Saburo Neya
• 刊名：Chemistry – An Asian Journal
• 出版年：2017
• 出版时间：February 16, 2017
• 年：2017
• 卷：12
• 期：4
• 页码：405-409
• 全文大小：1010K
• ISSN：1861-471X

文摘

Partially β-substituted and meso-tetrakis(pentafluorophenyl)-substituted [22]pentaphyrins 11 and 12 were synthesized by acid-catalyzed condensation of a meso-C₆F₅-substituted tripyrrane dicarbinol with β-alkylated dipyrromethanes. These [22]pentaphyrins are stable, allowing their characterization by NMR and UV/Vis spectroscopies, and X-ray crystallography, and display strong aromaticity due to 22π-electronic circuits. In methanol, β,β-diethoxycarbonylated pentaphyrin 12 underwent an N-fusion reaction to give N-fused pentaphyrin 13, which exhibits crystal polymorphism between Hückel and Möbius structures, depending upon the recrystallization solvent.