Molecular recognition: A simple dinaphthyridine receptor for urea

被引:63
作者
Goswami, S
Mukherjee, R
机构
[1] Department of Chemistry, Indian Institute of Technology
关键词
D O I
10.1016/S0040-4039(97)00103-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new dinaphthyridine receptor 1 is designed that efficiently binds to urea probably by six hydrogen bonds forming a chloroform soluble 1:1 complex and selectively extracts urea into chloroform from its mixture with thiourea. The receptor 1 has fifteen fold higher binding constant for urea than the truncated receptor 2 possibly due to formation of greater number of hydrogen bonds in complexation. (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:1619 / 1622
页数:4
相关论文
共 41 条
[1]   MACROCYCLIC RECEPTOR MOLECULES FOR UREA - THE USE OF ELECTROPHILES IN THE (CO)COMPLEXATION OF NEUTRAL MOLECULES [J].
AARTS, VMLJ ;
VANSTAVEREN, CJ ;
GROOTENHUIS, PDJ ;
VANEERDEN, J ;
KRUISE, L ;
HARKEMA, S ;
REINHOUDT, DN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (16) :5035-5036
[2]   CYCLODEXTRINS AS 2ND SPHERE LIGANDS FOR TRANSITION-METAL COMPLEXES - THE X-RAY CRYSTAL-STRUCTURE OF [RH(COD)(NH3)2.ALPHA-CYCLODEXTRIN][PF6].6H2O [J].
ALSTON, DR ;
SLAWIN, AMZ ;
STODDART, JF ;
WILLIAMS, DJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (09) :786-787
[3]   HEXAGONAL LATTICE HOSTS FOR UREA - A NEW SERIES OF DESIGNED HETEROCYCLIC RECEPTORS [J].
BELL, TW ;
LIU, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (11) :3673-3674
[4]   ORIGIN OF THE STRONG BINDING OF ADENINE TO A MOLECULAR TWEEZER [J].
BLAKE, JF ;
JORGENSEN, WL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (20) :7269-7278
[5]  
BROWN EV, 1995, J ORG CHEM, V30, P1607
[6]   SUBSTITUTED 1,8-NAPHTHYRIDINE COMPLEXES OF IRON(II) AND IRON(III) [J].
CAVANAUGH, MA ;
CAPPO, VM ;
ALEXANDER, CJ ;
GOOD, ML .
INORGANIC CHEMISTRY, 1976, 15 (11) :2615-2621
[7]   HYDROGEN-BONDING AND MOLECULAR RECOGNITION - SYNTHETIC, COMPLEXATION, AND STRUCTURAL STUDIES ON BARBITURATE BINDING TO AN ARTIFICIAL RECEPTOR [J].
CHANG, SK ;
VANENGEN, D ;
FAN, E ;
HAMILTON, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (20) :7640-7645
[8]   MOLECULAR RECOGNITION OF BIOLOGICALLY INTERESTING SUBSTRATES - SYNTHESIS OF AN ARTIFICIAL RECEPTOR FOR BARBITURATES EMPLOYING 6 HYDROGEN-BONDS [J].
CHANG, SK ;
HAMILTON, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1318-1319
[9]   CRYSTAL-STRUCTURE OF 1,8-NAPHTHYRIDINE [J].
CLEARFIE.A ;
SINGH, P ;
SIMS, MJ .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL CRYSTALLOGRAPHY AND CRYSTAL CHEMISTRY, 1972, B 28 (FEB15) :350-&
[10]   THE COMPLEXATION OF THE DIQUAT DICATION BY DIBENZO-3N-CROWN-N ETHERS [J].
COLQUHOUN, HM ;
GOODINGS, EP ;
MAUD, JM ;
STODDART, JF ;
WOLSTENHOLME, JB ;
WILLIAMS, DJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (05) :607-624