Competitive gold/nickel transmetalation

Mitchell J. Demchuk; Joseph A. Zurakowski; Brady J. H. Austen; David J. Nelson; Marcus W. Drover

doi:10.1039/D1CC06064C

Competitive gold/nickel transmetalation

Mitchell J. Demchuk
, Joseph A. Zurakowski
, Brady J. H. Austen
, David J. Nelson
, Marcus W. Drover

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

31 Downloads (Pure)

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.

Original language	English
Pages (from-to)	68-71
Number of pages	4
Journal	Chemical Communications
Volume	58
Issue number	1
Early online date	26 Nov 2021
DOIs	https://doi.org/10.1039/D1CC06064C
Publication status	E-pub ahead of print - 26 Nov 2021

Keywords

transmetalation
element–element bonds
catalysis

Access to Document

10.1039/D1CC06064C

Demchuk-etal-CC-2021-Competitive-gold-nickel-transmetalationAccepted author manuscript, 835 KB

1 Finished

Computational Screening Of Nickel Complexes For The Activation Of `Inert? Bonds
Nelson, D. (Principal Investigator)
Carnegie Trust for the Universities of Scotland
1/01/19 → 1/01/20
Project: Research

ARCHIE-WeSt (UOSHPC)
Martin, R. (Manager)
University Of Strathclyde
Facility/equipment: Facility

9 Citations
1 Article

Lewis acid-promoted oxidative addition at a [Ni⁰(diphosphine)₂] complex: the critical role of a secondary coordination sphere
Zurakowski, J. A., Austen, B. J. H., Dufour, M. C., Spasyuk, D. M., Nelson, D. J. & Drover, M. W., 17 Nov 2021, In: Chemistry - A European Journal. 27, 64, p. 16021-16027 7 p.
Research output: Contribution to journal › Article › peer-review

Open Access
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21 Link opens in a new tab Citations (Scopus)

38 Downloads (Pure)

Cite this

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title = "Competitive gold/nickel transmetalation",

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 = "transmetalation, element–element bonds, catalysis",

author = "Demchuk, \{Mitchell J.\} and Zurakowski, \{Joseph A.\} and Austen, \{Brady J. H.\} and Nelson, \{David J.\} and Drover, \{Marcus W.\}",

year = "2021",

month = nov,

day = "26",

doi = "10.1039/D1CC06064C",

language = "English",

volume = "58",

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T1 - Competitive gold/nickel transmetalation

AU - Demchuk, Mitchell J.

AU - Zurakowski, Joseph A.

AU - Austen, Brady J. H.

AU - Nelson, David J.

AU - Drover, Marcus W.

PY - 2021/11/26

Y1 - 2021/11/26

N2 - 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.

AB - 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.

KW - transmetalation

KW - element–element bonds

KW - catalysis

U2 - 10.1039/D1CC06064C

DO - 10.1039/D1CC06064C

M3 - Article

SN - 1359-7345

VL - 58

SP - 68

EP - 71

JO - Chemical Communications

JF - Chemical Communications

IS - 1

ER -

Competitive gold/nickel transmetalation

Abstract

Keywords

Access to Document

Fingerprint

Projects

Computational Screening Of Nickel Complexes For The Activation Of `Inert? Bonds

Equipment

ARCHIE-WeSt (UOSHPC)

Research output

Lewis acid-promoted oxidative addition at a [Ni0(diphosphine)2] complex: the critical role of a secondary coordination sphere

Cite this

Lewis acid-promoted oxidative addition at a [Ni⁰(diphosphine)₂] complex: the critical role of a secondary coordination sphere