Self-replication vs. reactive binary complexes - Manipulating recognition-mediated cycloadditions by simple structural modifications

RJ Pearson; E Kassiandis; Alexandra Martha Zoya Slawin; Douglas Philp

doi:10.1039/b406862a

Self-replication vs. reactive binary complexes - Manipulating recognition-mediated cycloadditions by simple structural modifications

RJ Pearson, E Kassiandis, Alexandra Martha Zoya Slawin, Douglas Philp

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

Abstract

The rate of reaction and the selectivity of a Diels-Alder cycloaddition between a furan and a maleimide can be enhanced by the introduction of complementary recognition sites on the reactant species. Subtle manipulation of other structural elements allows the generation of the observed rate enhancements and selectivities through either self-replication or formation of a pre-reactive binary complex.

Original language	English
Pages (from-to)	3434-3441
Number of pages	8
Journal	Organic & Biomolecular Chemistry
Volume	2
DOIs	https://doi.org/10.1039/b406862a
Publication status	Published - 2004

Keywords

DIELS-ALDER REACTION
CYCLIC ANHYDRIDE FORMATION
ENZYMATIC-REACTIONS
GROUND-STATE
ORGANIC-SYNTHESIS
GIANT VESICLES
HYDROGEN-BOND
SYSTEMS
AUTOCATALYSIS
PEPTIDE

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10.1039/b406862a

Cite this

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title = "Self-replication vs. reactive binary complexes - Manipulating recognition-mediated cycloadditions by simple structural modifications",

abstract = "The rate of reaction and the selectivity of a Diels-Alder cycloaddition between a furan and a maleimide can be enhanced by the introduction of complementary recognition sites on the reactant species. Subtle manipulation of other structural elements allows the generation of the observed rate enhancements and selectivities through either self-replication or formation of a pre-reactive binary complex.",

keywords = "DIELS-ALDER REACTION, CYCLIC ANHYDRIDE FORMATION, ENZYMATIC-REACTIONS, GROUND-STATE, ORGANIC-SYNTHESIS, GIANT VESICLES, HYDROGEN-BOND, SYSTEMS, AUTOCATALYSIS, PEPTIDE",

author = "RJ Pearson and E Kassiandis and Slawin, {Alexandra Martha Zoya} and Douglas Philp",

year = "2004",

doi = "10.1039/b406862a",

language = "English",

volume = "2",

pages = "3434--3441",

journal = "Organic & Biomolecular Chemistry",

issn = "1477-0539",

publisher = "Royal Society of Chemistry",

}

TY - JOUR

T1 - Self-replication vs. reactive binary complexes - Manipulating recognition-mediated cycloadditions by simple structural modifications

AU - Pearson, RJ

AU - Kassiandis, E

AU - Slawin, Alexandra Martha Zoya

AU - Philp, Douglas

PY - 2004

Y1 - 2004

N2 - The rate of reaction and the selectivity of a Diels-Alder cycloaddition between a furan and a maleimide can be enhanced by the introduction of complementary recognition sites on the reactant species. Subtle manipulation of other structural elements allows the generation of the observed rate enhancements and selectivities through either self-replication or formation of a pre-reactive binary complex.

AB - The rate of reaction and the selectivity of a Diels-Alder cycloaddition between a furan and a maleimide can be enhanced by the introduction of complementary recognition sites on the reactant species. Subtle manipulation of other structural elements allows the generation of the observed rate enhancements and selectivities through either self-replication or formation of a pre-reactive binary complex.

KW - DIELS-ALDER REACTION

KW - CYCLIC ANHYDRIDE FORMATION

KW - ENZYMATIC-REACTIONS

KW - GROUND-STATE

KW - ORGANIC-SYNTHESIS

KW - GIANT VESICLES

KW - HYDROGEN-BOND

KW - SYSTEMS

KW - AUTOCATALYSIS

KW - PEPTIDE

UR - http://www.scopus.com/inward/record.url?scp=10644242798&partnerID=8YFLogxK

U2 - 10.1039/b406862a

DO - 10.1039/b406862a

M3 - Article

SN - 1477-0539

VL - 2

SP - 3434

EP - 3441

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

ER -

Self-replication vs. reactive binary complexes - Manipulating recognition-mediated cycloadditions by simple structural modifications

Abstract

Keywords

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

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Self-replication vs. reactive binary complexes - Manipulating recognition-mediated cycloadditions by simple structural modifications

Abstract

Keywords

Access to Document

Other files and links

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Projects

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

Cite this