Probing selectivity in recognition-mediated dynamic covalent processes

Douglas Philp; R M Bennes

doi:10.1021/ol061177m

Probing selectivity in recognition-mediated dynamic covalent processes

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

Abstract

Two simple recognition-mediated dynamic Diels-Alder systems are used to probe the role of kinetics and thermodynamics in determining the equilibrium position in exchanging libraries and the time taken to reach that equilibrium. The selectivity expressed by recognition-driven dynamic processes is demonstrated to be less than the free-energy difference between the components as a result of compensatory effects arising from the extent of conversion to products within the library.

Original language	English
Pages (from-to)	3651-3654
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	17
DOIs	https://doi.org/10.1021/ol061177m
Publication status	Published - 17 Aug 2006

Keywords

DIELS-ALDER REACTIONS
COMBINATORIAL LIBRARIES
BORROMEAN RINGS
CHEMISTRY
AMPLIFICATION
MACROCYCLES
GENERATION
HELICATE
WATER

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10.1021/ol061177m

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abstract = "Two simple recognition-mediated dynamic Diels-Alder systems are used to probe the role of kinetics and thermodynamics in determining the equilibrium position in exchanging libraries and the time taken to reach that equilibrium. The selectivity expressed by recognition-driven dynamic processes is demonstrated to be less than the free-energy difference between the components as a result of compensatory effects arising from the extent of conversion to products within the library.",

keywords = "DIELS-ALDER REACTIONS, COMBINATORIAL LIBRARIES, BORROMEAN RINGS, CHEMISTRY, AMPLIFICATION, MACROCYCLES, GENERATION, HELICATE, WATER",

author = "Douglas Philp and Bennes, {R M}",

year = "2006",

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journal = "Organic Letters",

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AU - Bennes, R M

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AB - Two simple recognition-mediated dynamic Diels-Alder systems are used to probe the role of kinetics and thermodynamics in determining the equilibrium position in exchanging libraries and the time taken to reach that equilibrium. The selectivity expressed by recognition-driven dynamic processes is demonstrated to be less than the free-energy difference between the components as a result of compensatory effects arising from the extent of conversion to products within the library.

KW - DIELS-ALDER REACTIONS

KW - COMBINATORIAL LIBRARIES

KW - BORROMEAN RINGS

KW - CHEMISTRY

KW - AMPLIFICATION

KW - MACROCYCLES

KW - GENERATION

KW - HELICATE

KW - WATER

UR - http://www.scopus.com/inward/record.url?scp=33748629932&partnerID=8YFLogxK

U2 - 10.1021/ol061177m

DO - 10.1021/ol061177m

M3 - Article

SN - 1523-7060

VL - 8

SP - 3651

EP - 3654

JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

Probing selectivity in recognition-mediated dynamic covalent processes

Abstract

Keywords

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BBSRC B20102: Probing the relative efficiencies of direct and reciprocal replication strategies

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Probing selectivity in recognition-mediated dynamic covalent processes

Abstract

Keywords

Access to Document

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Projects

BBSRC B20102: Probing the relative efficiencies of direct and reciprocal replication strategies

Cite this