A rigid C3v-symmetrical host for saccharide recognition:: 1,3,5-tris(2-hydroxyaryl)-2,4,6-trimethylbenzenes

被引:52
作者
Abe, H [1 ]
Aoyagi, Y [1 ]
Inouye, M [1 ]
机构
[1] Toyama Med & Pharmaceut Univ, Fac Pharmaceut Sci, Toyama 9300194, Japan
关键词
D O I
10.1021/ol047907c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A rigid C-3v-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 difference of the association strength was caused by entropic factors.
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页码:59 / 61
页数:3
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