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Competitive Gold/Nickel Transmetalation

29 October 2021, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Transmetalation is a key method for the construction of element-element bonds. Here, we disclose the reactivity of [NiII(Ar)(I)(diphosphine)] compounds with arylgold(I) transmetalating agents, which is directly relevant to cross-coupling catalysis. Both aryl-for-iodide and unexpected aryl-for-aryl transmetalation are witnessed. Despite the strong driving force expected for Au-I bond formation, aryl scrambling can occur during transmetalation and may complicate the outcomes of attempted catalytic cross-coupling reactions.

Keywords

Cross-Coupling
Gold
Nickel
Boron
Ligand Design
Density Functional Theory
Aryl
Ambiphilic Ligand

Supplementary materials

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Now Published

Competitive gold/nickel transmetalation [opens in a new tab]
Mitchell J. Demchuk, Joseph A. Zurakowski, Brady J. H. Austen, David J. Nelson, Marcus W. Drover journal article
Chemical Communications , Volume 58, Issue 1
Online publication date: 2022

Version History

Oct 29, 2021 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2021-kszpg
D O I: 10.26434/chemrxiv-2021-kszpg [opens in a new tab]

Funding

Natural Sciences and Engineering Research Council of Canada
RGPIN-2020-04480

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) declare that they have sought and gained approval from the relevant ethics committee/IRB for this research and its publication.

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