High guest inclusion in 3β-amino-7α,12α-dihydroxycholan-24-oic acid enabled by charge-assisted hydrogen bonds

被引:14
作者
Ryu, Eui-Hyun [1 ]
Ellern, Arkady [1 ]
Zhao, Yan [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
关键词
bile acids; crystal engineering; crystal structures; hydrogen bonds; inclusion compounds;
D O I
10.1016/j.tet.2006.04.094
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3 beta-Amino-7 alpha,12 alpha-dihydroxycholan-24-oic acid (2) forms inclusion compounds with high ratio (host/guest=1/4) of guest methanol. Both hydrogen bonds and hydrophobic interactions are important to the solid structure. The cholates assemble in a head-to-tail fashion to form infinite hydrogen-bonded chains. The chains are interconnected between cholates and also through the guests. Large channels are formed along the crystallographic a axis where most of the methanol molecules are located. Presence of a dominant hydrogen-bonding motif (i.e., ammonium-carboxylate ion pairing) is probably responsible for high guest incorporation. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6808 / 6813
页数:6
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