DESIGNING SYNTHETIC CATIONIC MOLECULAR RECEPTORS FOR ALCOHOLS

L  MENDEZ; R  SINGLETON; A M Z  SLAWIN; J F  STODDART; D J  WILLIAMS; M K  WILLIAMS

DESIGNING SYNTHETIC CATIONIC MOLECULAR RECEPTORS FOR ALCOHOLS

L MENDEZ
, R SINGLETON
, A M Z SLAWIN
, J F STODDART
, D J WILLIAMS
, M K WILLIAMS

Research output: Contribution to journal › Article › peer-review

Abstract

The monoprotonation of diaza-12-crown-6 derivatives converts these macrocycles to hosts for short-chain alcohols: the association constant K(a) is as high as 47 M-1. For the neutral diaza crown ether, on the other hand, K(a) is only 1.1 M-1. X-ray structure investigations show that the alcohol (R = Me) is held in place by two hydrogen bonds (see right). R = Me, Et, nPr, nBu; R'= PhCH2, PhCH2CH2.

Original language	English
Pages (from-to)	478-480
Number of pages	3
Journal	Angewandte Chemie International Edition in English
Volume	31
Issue number	4
Publication status	Published - Apr 1992

Keywords

ADENINE-DERIVATIVES
HOST MOLECULES
RECOGNITION
BINDING
INCLUSION
COMPOUND
SYSTEMS
ACID

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title = "DESIGNING SYNTHETIC CATIONIC MOLECULAR RECEPTORS FOR ALCOHOLS",

abstract = "The monoprotonation of diaza-12-crown-6 derivatives converts these macrocycles to hosts for short-chain alcohols: the association constant K(a) is as high as 47 M-1. For the neutral diaza crown ether, on the other hand, K(a) is only 1.1 M-1. X-ray structure investigations show that the alcohol (R = Me) is held in place by two hydrogen bonds (see right). R = Me, Et, nPr, nBu; R'= PhCH2, PhCH2CH2.",

keywords = "ADENINE-DERIVATIVES, HOST MOLECULES, RECOGNITION, BINDING, INCLUSION, COMPOUND, SYSTEMS, ACID",

author = "L MENDEZ and R SINGLETON and SLAWIN, \{A M Z\} and STODDART, \{J F\} and WILLIAMS, \{D J\} and WILLIAMS, \{M K\}",

year = "1992",

month = apr,

language = "English",

volume = "31",

pages = "478--480",

journal = "Angewandte Chemie International Edition in English",

issn = "0570-0833",

publisher = "Wiley-VCH, Weinheim",

number = "4",

}

TY - JOUR

T1 - DESIGNING SYNTHETIC CATIONIC MOLECULAR RECEPTORS FOR ALCOHOLS

AU - MENDEZ, L

AU - SINGLETON, R

AU - SLAWIN, A M Z

AU - STODDART, J F

AU - WILLIAMS, D J

AU - WILLIAMS, M K

PY - 1992/4

Y1 - 1992/4

N2 - The monoprotonation of diaza-12-crown-6 derivatives converts these macrocycles to hosts for short-chain alcohols: the association constant K(a) is as high as 47 M-1. For the neutral diaza crown ether, on the other hand, K(a) is only 1.1 M-1. X-ray structure investigations show that the alcohol (R = Me) is held in place by two hydrogen bonds (see right). R = Me, Et, nPr, nBu; R'= PhCH2, PhCH2CH2.

AB - The monoprotonation of diaza-12-crown-6 derivatives converts these macrocycles to hosts for short-chain alcohols: the association constant K(a) is as high as 47 M-1. For the neutral diaza crown ether, on the other hand, K(a) is only 1.1 M-1. X-ray structure investigations show that the alcohol (R = Me) is held in place by two hydrogen bonds (see right). R = Me, Et, nPr, nBu; R'= PhCH2, PhCH2CH2.

KW - ADENINE-DERIVATIVES

KW - HOST MOLECULES

KW - RECOGNITION

KW - BINDING

KW - INCLUSION

KW - COMPOUND

KW - SYSTEMS

KW - ACID

M3 - Article

SN - 0570-0833

VL - 31

SP - 478

EP - 480

JO - Angewandte Chemie International Edition in English

JF - Angewandte Chemie International Edition in English

IS - 4

ER -

DESIGNING SYNTHETIC CATIONIC MOLECULAR RECEPTORS FOR ALCOHOLS

Abstract

Keywords

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