Protons as the triggers to regulate hydrogen-bonding receptors

被引：22

作者：

Al-Sayah, MH ^{[1
]}

Branda, NR ^{[1
]}

机构：

[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 06期

关键词：

D O I：

10.1021/ol0170915

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The protonation of alkylamines in two novel receptors results in intramolecular host-guest associations between the resulting ammonium ions and crown ether macrocycles. These interactions result in conformational changes of the receptors and prevent them from acting as hydrogen bond complements for uracil and carboxylate guest species.

引用

页码：881 / 884

页数：4

共 15 条

[1] Controlling allostery using redox chemistry [J].

Al-Sayah, MH ;

Branda, NR .

CHEMICAL COMMUNICATIONS, 2002, (02) :178-179

[2]

Al-Sayah MH, 2000, ANGEW CHEM INT EDIT, V39, P945

[3] THE RELATIVE EASE OF REMOVING A PROTON, A HYDROGEN-ATOM, OR AN ELECTRON FROM CARBOXAMIDES VERSUS THIOCARBOXAMIDES [J].

BORDWELL, FG ;

ALGRIM, DJ ;

HARRELSON, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) :5903-5904

[4] NOVEL ROTAXANES BASED ON THE INCLUSION COMPLEXATION OF BIPHENYL GUESTS BY CYCLOBIS(PARAQUAT-P-PHENYLENE) [J].

CORDOVA, E ;

BISSELL, RA ;

SPENCER, N ;

ASHTON, PR ;

STODDART, JF ;

KAIFER, AE .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6550-6552

[5] Conjugation of nucleoside triphosphates to an amino linker [J].

Desaubry, L ;

Johnson, RA .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (02) :123-126

[6] MOLECULAR RECOGNITION - HYDROGEN-BONDING RECEPTORS THAT FUNCTION IN HIGHLY COMPETITIVE SOLVENTS [J].

FAN, E ;

VANARMAN, SA ;

KINCAID, S ;

HAMILTON, AD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (01) :369-370

[7] An NMR investigation of the effect of hydrogen bonding on the rates of rotation about the C-N bonds in urea and thiourea [J].

Haushalter, KA ;

Lau, J ;

Roberts, JD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (37) :8891-8896

[8] HYDROGEN-BONDING BASICITY OF 1-METHYL-2-PYRIDONE AND OF THE NITROGEN ATOM OF PYRIDINE-DERIVATIVES TOWARD IMIDES [J].

HINE, J ;

HWANG, JS ;

BALASUBRAMANIAN, V .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (21) :5145-5147

[9] RELATIVE BINDING-AFFINITY OF CARBOXYLATE AND ITS ISOSTERES - NITRO, PHOSPHATE, PHOSPHONATE, SULFONATE, AND DELTA-LACTONE [J].

KELLY, TR ;

KIM, MH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (16) :7072-7080

[10] The self-assembly of a switchable [2]rotaxane [J].

MartinezDiaz, MV ;

Spencer, N ;

Stoddart, JF .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (17) :1904-1907

← 1 2 →