1-and 2-naphthylmethyl sidearms of isomeric bibracchial lariat ethers significantly affect alkali metal cation complexation

被引:20
作者
Meadows, ES
De Wall, SL
Barbour, LJ
Gokel, GW
机构
[1] Washington Univ, Sch Med, Bioorgan Chem Program, St Louis, MO 63110 USA
[2] Washington Univ, Sch Med, Dept Mol Biol & Pharmacol, St Louis, MO 63110 USA
关键词
D O I
10.1039/a903162f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Derivatives of 4,13-diaza-18-crown-6 having benzyl or isomeric naphthylmethyl sidearms have significantly different solid state structures and show differences in cation complexation strengths.
引用
收藏
页码:1555 / 1556
页数:2
相关论文
共 16 条
[1]  
ARNOLD KA, 1988, TETRAHEDRON LETT, P3025
[2]  
Cox B. G., 1992, COORDINATION TRANSPO
[3]   Solution- and solid-state evidence for alkali metal cation-π interactions with indole, the side chain of tryptophan [J].
De Wall, SL ;
Meadows, ES ;
Barbour, LJ ;
Gokel, GW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (23) :5613-5614
[4]   Intramolecular C-H•••O hydrogen bonding reduces cation complexation strength in a fluorescent crown ether [J].
De Wall, SL ;
Meadows, ES ;
Barbour, LJ ;
Gokel, GW .
CHEMICAL COMMUNICATIONS, 1999, (16) :1553-1554
[5]   The C-H center dot center dot center dot O hydrogen bond: Structural implications and supramolecular design [J].
Desiraju, GR .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (09) :441-449
[6]  
Dietrich B., 1993, MACROCYCLIC CHEM
[7]  
Fyfe MCT, 1999, ADV SUPR CH, V5, P1
[8]   A voltage-gated ion channel based on a bis-macrocyclic bolaamphiphile [J].
Fyles, TM ;
Loock, D ;
Zhou, X .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (13) :2997-3003
[9]  
GATTO VJ, 1989, ORG SYNTH, V68, P227
[10]  
Gokel G. W., 1991, CROWN ETHERS CRYPTAN, V3