Oxidative addition of aryl electrophiles to a prototypical nickel(0) complex : mechanism and structure/reactivity relationships
Bajo, Sonia and Laidlaw, Gillian and Kennedy, Alan R. and Sproules, Stephen and Nelson, David J. (2017) Oxidative addition of aryl electrophiles to a prototypical nickel(0) complex : mechanism and structure/reactivity relationships. Organometallics, 36 (8). pp. 1662-1672. ISSN 0276-7333
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Abstract
Detailed kinetic studies of the reaction of a model Ni0 complex with a range of aryl electrophiles have been conducted. The reactions proceed via a fast ligand exchange pre-equilibrium, followed by oxidative addition to produce either [NiIX(dppf)] (and biaryl) or [NiII(Ar)X(dppf)]; the ortho substituent of the aryl halide determines selectivity between these possibilities. A reactivity scale is presented in which a range of substrates is quantitatively ranked in order of the rate at which they undergo oxidative addition. The rate of oxidative addition is loosely correlated to conversion in prototypical cross-coupling reactions. Substrates that lead to NiI products in kinetic experiments produce more homocoupling products under catalytic conditions.
Creators(s): |
Bajo, Sonia ![]() ![]() ![]() | Item type: | Article |
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ID code: | 60367 |
Notes: | Copyright © 2017 American Chemical Society. Bajo, S., Laidlaw, G., Kennedy, A. R., Sproules, S., & Nelson, D. J. (2017). Oxidative addition of aryl electrophiles to a prototypical nickel(0) complex: mechanism and structure/reactivity relationships. Organometallics, 1-33. Article accepted for publication by ACS. |
Keywords: | nickel, oxidative addition, mechanistic studies, kinetics, cross coupling, Chemistry, Metals and Alloys, Materials Chemistry, Chemistry (miscellaneous) |
Subjects: | Science > Chemistry |
Department: | Faculty of Science > Pure and Applied Chemistry |
Depositing user: | Pure Administrator |
Date deposited: | 30 Mar 2017 09:30 |
Last modified: | 26 Feb 2021 05:13 |
Related URLs: | |
URI: | https://strathprints.strath.ac.uk/id/eprint/60367 |
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