Determining the origin of rate-independent chemoselectivity in CuAAC reactions : an alkyne-specific shift in rate-determining step
Seath, Ciaran P. and Burley, Glenn A. and Watson, Allan J. B. (2017) Determining the origin of rate-independent chemoselectivity in CuAAC reactions : an alkyne-specific shift in rate-determining step. Angewandte Chemie International Edition, 56 (12). pp. 3314-3318. ISSN 1521-3773 (https://doi.org/10.1002/anie.201612288)
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Abstract
We report a kinetic and spectroscopic analysis of alkynedependent chemoselectivity in the copper-catalyzed azide-alkyne click (CuAAC) reaction. Studies of six alkyne subtypes reveal that the rate-determining step (RDS) of an aromatic ynamine class is shifted from acetylide formation to the azide ligation/migratory insertion event allowing chemoselectivity independent of overall rate.
ORCID iDs
Seath, Ciaran P. ORCID: https://orcid.org/0000-0002-6774-128X, Burley, Glenn A. and Watson, Allan J. B.;-
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Item type: Article ID code: 60227 Dates: DateEvent13 March 2017Published16 February 2017Published Online19 December 2016AcceptedNotes: This is the peer reviewed version of the following article: Seath, CP, Burley, GA & Watson, AJB 2017, 'Determining the origin of rate-independent chemoselectivity in CuAAC reactions: an alkyne-specific shift in rate-determining step' Angewandte Chemie International Edition, vol 56, no. 12, pp. 3314-3318, which has been published in final form at http//dx.doi.org/10.1002/anie.201612288. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. Subjects: Science > Chemistry Department: Faculty of Science > Pure and Applied Chemistry
Technology and Innovation Centre > BionanotechnologyDepositing user: Pure Administrator Date deposited: 16 Mar 2017 15:30 Last modified: 26 Oct 2024 10:29 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/60227
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