Recognition-Mediated Regiocontrol of a Dipolar Cycloaddition Reaction

SJ Howell; Neil Spencer; Douglas Philp

doi:10.1016/S0040-4020(01)00402-1

Recognition-Mediated Regiocontrol of a Dipolar Cycloaddition Reaction

SJ Howell
, Neil Spencer
, Douglas Philp

Chemistry

Research output: Contribution to journal › Article

59 Citations (Scopus)

Abstract

The rational design of a recognition-based system that is capable of accelerating and controlling the regiochemical outcome of a dipolar cycloaddition reaction between an azide and an alkyne is presented. The origins of the acceleration and control of the cycloaddition reactions are rationalized-using molecular mechanics calculations-in terms of the formation of a complex between the reagents which organizes and orients them prior to reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	4945-4954
Number of pages	10
Journal	Tetrahedron
Volume	57
Issue number	23
DOIs	https://doi.org/10.1016/S0040-4020(01)00402-1
Publication status	Published - 4 Jun 2001

Keywords

cycloaddition
molecular recognition
azides
kinetics

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10.1016/S0040-4020(01)00402-1

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title = "Recognition-Mediated Regiocontrol of a Dipolar Cycloaddition Reaction",

abstract = "The rational design of a recognition-based system that is capable of accelerating and controlling the regiochemical outcome of a dipolar cycloaddition reaction between an azide and an alkyne is presented. The origins of the acceleration and control of the cycloaddition reactions are rationalized-using molecular mechanics calculations-in terms of the formation of a complex between the reagents which organizes and orients them prior to reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.",

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AU - Philp, Douglas

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N2 - The rational design of a recognition-based system that is capable of accelerating and controlling the regiochemical outcome of a dipolar cycloaddition reaction between an azide and an alkyne is presented. The origins of the acceleration and control of the cycloaddition reactions are rationalized-using molecular mechanics calculations-in terms of the formation of a complex between the reagents which organizes and orients them prior to reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

AB - The rational design of a recognition-based system that is capable of accelerating and controlling the regiochemical outcome of a dipolar cycloaddition reaction between an azide and an alkyne is presented. The origins of the acceleration and control of the cycloaddition reactions are rationalized-using molecular mechanics calculations-in terms of the formation of a complex between the reagents which organizes and orients them prior to reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

KW - cycloaddition

KW - molecular recognition

KW - azides

KW - kinetics

UR - https://www.scopus.com/pages/publications/0035806175

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DO - 10.1016/S0040-4020(01)00402-1

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JO - Tetrahedron

JF - Tetrahedron

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ER -

Recognition-Mediated Regiocontrol of a Dipolar Cycloaddition Reaction

Abstract

Keywords

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