ANION RECOGNITION BY UREA AND THIOUREA GROUPS - REMARKABLY SIMPLE NEUTRAL RECEPTORS FOR DIHYDROGENPHOSPHATE

被引:210
作者
NISHIZAWA, S [1 ]
BUHLMANN, P [1 ]
IWAO, M [1 ]
UMEZAWA, Y [1 ]
机构
[1] UNIV TOKYO,SCH SCI,DEPT CHEM,TOKYO 113,JAPAN
关键词
D O I
10.1016/0040-4039(95)01296-T
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A bis-urea and a bis-thiourea host, both derived in only one step from 1,3-bis(aminomethyl)benzene, are shown to bind dihydrogenphosphate selectively over various other anions (H2PO4- > CH3COO- > Cl- > HSO4- > NO3- > ClO4-). The much stronger binding of H2PO4- by the bis-thiourca is rationalized by the stronger H-bond donor strength of the thiourea groups and the binding selectivity is explained in terms of the complex geometry and the basicity of the guest anions. The lack of self-association and the changes in the UV spectrum upon complexation make bis-thiourea hosts a promising new class of neutral receptors for dihydrogenphosphate.
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页码:6483 / 6486
页数:4
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