Organic letters

A Rigid C 3 v-Symmetrical Host for Saccharide Recognition: 1, 3, 5-Tris (2-hydroxyaryl)-2, 4, 6-trimethylbenzenes

H Abe, Y Aoyagi, M Inouye

Index: Abe, Hajime; Aoyagi, Yoshinobu; Inouye, Masahiko Organic Letters, 2005 , vol. 7, # 1 p. 59 - 61

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Citation Number: 46

Abstract

A rigid C 3 v-symmetrical host molecule, syn-1, 3, 5-tris (2-hydroxy-5-pentylphenyl)-2, 4, 6- trimethylbenzene, was readily obtained via Suzuki coupling and thermal atropisomerization. The host molecule effectively associated with various saccharides by multipoint hydrogen bonds, whereas its anti-atropisomer and analogue lacking in methyl groups showed much weaker association with saccharides. Thermodynamic analyses suggested that the ...