Using Polarisation Effects to Alter Chemical Reactivity - A Simple Host which Enhances Amine Nucleophilicity

PR Ashton; P Calcagno; KDM Harris; Douglas Philp; N Spencer

Using Polarisation Effects to Alter Chemical Reactivity - A Simple Host which Enhances Amine Nucleophilicity

PR Ashton, P Calcagno, KDM Harris, Douglas Philp, N Spencer

Research output: Other contribution

Abstract

The rational design of a bis(phosphine oxide) host which is capable of binding a benzylic amine is presented. The ability of this host to increase the rate of addition of 4-fluorobenzylamine to N-phenylmaleimide is rationalized in terms of the enhancement of the nucleophilicity of the benzylic amine.

Original language	English
Volume	2
Publication status	Published - 18 May 2000

Keywords

BISPHOSPHONATE RECEPTOR MOLECULES
DIELS-ALDER REACTIONS
BIOCHEMICAL PATHWAYS
ARTIFICIAL ENZYMES
CATALYSIS
ACCELERATION
RECOGNITION
MIMICS
MODELS

Cite this

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title = "Using Polarisation Effects to Alter Chemical Reactivity - A Simple Host which Enhances Amine Nucleophilicity",

abstract = "The rational design of a bis(phosphine oxide) host which is capable of binding a benzylic amine is presented. The ability of this host to increase the rate of addition of 4-fluorobenzylamine to N-phenylmaleimide is rationalized in terms of the enhancement of the nucleophilicity of the benzylic amine.",

keywords = "BISPHOSPHONATE RECEPTOR MOLECULES, DIELS-ALDER REACTIONS, BIOCHEMICAL PATHWAYS, ARTIFICIAL ENZYMES, CATALYSIS, ACCELERATION, RECOGNITION, MIMICS, MODELS",

author = "PR Ashton and P Calcagno and KDM Harris and Douglas Philp and N Spencer",

note = "Org Lett",

year = "2000",

month = may,

day = "18",

language = "English",

volume = "2",

type = "Other",

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TY - GEN

T1 - Using Polarisation Effects to Alter Chemical Reactivity - A Simple Host which Enhances Amine Nucleophilicity

AU - Ashton, PR

AU - Calcagno, P

AU - Harris, KDM

AU - Philp, Douglas

AU - Spencer, N

N1 - Org Lett

PY - 2000/5/18

Y1 - 2000/5/18

N2 - The rational design of a bis(phosphine oxide) host which is capable of binding a benzylic amine is presented. The ability of this host to increase the rate of addition of 4-fluorobenzylamine to N-phenylmaleimide is rationalized in terms of the enhancement of the nucleophilicity of the benzylic amine.

AB - The rational design of a bis(phosphine oxide) host which is capable of binding a benzylic amine is presented. The ability of this host to increase the rate of addition of 4-fluorobenzylamine to N-phenylmaleimide is rationalized in terms of the enhancement of the nucleophilicity of the benzylic amine.

KW - BISPHOSPHONATE RECEPTOR MOLECULES

KW - DIELS-ALDER REACTIONS

KW - BIOCHEMICAL PATHWAYS

KW - ARTIFICIAL ENZYMES

KW - CATALYSIS

KW - ACCELERATION

KW - RECOGNITION

KW - MIMICS

KW - MODELS

UR - http://www.scopus.com/inward/record.url?scp=0001580059&partnerID=8YFLogxK

M3 - Other contribution

VL - 2

ER -

Using Polarisation Effects to Alter Chemical Reactivity - A Simple Host which Enhances Amine Nucleophilicity

Abstract

Keywords

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