Isophthalamides and 2,6-dicarboxamidopyridines with pendant indole groups: a 'twisted' binding mode for selective fluoride recognition

被引：132

作者：

Bates, Gareth W. ^{[1
]}

Gale, Philip A. ^{[1
]}

Light, Mark E. ^{[1
]}

机构：

[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England

来源：

CHEMICAL COMMUNICATIONS | 2007年 / 21期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1039/b703905k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Two cleft-like anion receptors have been synthesised that contain indole hydrogen-bond donors and show fluoride selectively in a DMSO-water solution with crystallographic studies showing a 'twisted' binding mode for fluoride in the solid state.

引用

页码：2121 / 2123

页数：3

共 24 条

[1] Synthesis and crystal structure of a calix[3]indole with cone conformation: A new molecular receptor
Black, DS
Craig, DC
Kumar, N
McConnell, DB
[J]. TETRAHEDRON LETTERS, 1996, 37 (02) : 241 - 244
[2] Conformational control of selectivity and stability in hybrid amide/urea macrocycles
Brooks, Simon L.
Garcia-Garrido, Sergio E.
Light, Mark E.
Cole, Pamela A.
Gale, Philip A.
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (12) : 3320 - 3329
[3] 'Twisted' isophthalamide analogues
Brooks, SJ
Evans, LS
Gale, PA
Hursthouse, MB
Light, ME
[J]. CHEMICAL COMMUNICATIONS, 2005, (06) : 734 - 736
[4] Fluoride recognition in 'super-extended cavity' calix[4]pyrroles
Camiolo, S
Gale, PA
[J]. CHEMICAL COMMUNICATIONS, 2000, (13) : 1129 - 1130
[5] Indole-based macrocycles as a class of receptors for anions
Chang, KJ
Moon, D
Lah, MS
Jeong, KS
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (48) : 7926 - 7929
[6] Oligoindole-based foldamers with a helical conformation induced by chloride
Chang, KJ
Kang, BN
Lee, MH
Jeong, KS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (35) : 12214 - 12215
[7] Biindolyl-based molecular clefts that bind anions by hydrogen-bonding interactions
Chang, Kyoung-Jin
Chae, Min Kyung
Lee, Changsoon
Lee, Ji-Yeon
Jeong, Kyu-Sung
[J]. TETRAHEDRON LETTERS, 2006, 47 (36) : 6385 - 6388
[8] Anion-directed assembly: the first fluoride-directed double helix
Coles, SJ
Frey, JG
Gale, PA
Hursthouse, MB
Light, ME
Navakhun, K
Thomas, GL
[J]. CHEMICAL COMMUNICATIONS, 2003, (05) : 568 - 569
[9] Conformational control of HCl co-transporter:: imidazole functionalised isophthalamide vs. 2,6-dicarboxamidopyridine
Gale, Philip A.
Garric, Joachim
Light, Mark E.
McNally, Beth A.
Smith, Bradley D.
[J]. CHEMICAL COMMUNICATIONS, 2007, (17) : 1736 - 1738
[10] Structural and molecular recognition studies with acyclic anion receptors
Gale, Philip A.
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (07) : 465 - 475

← 1 2 3 →