Efficient C-N and C-S Bond Formation Using the Highly Active [Ni(allyl)Cl(IPR*OMe )] Precatalyst

Martin Anthony R.; David James Nelson; Sebastien Meiries; Alexandra Martha Zoya Slawin; Steven Patrick Nolan

doi:10.1002/ejoc.201402022

Efficient C-N and C-S Bond Formation Using the Highly Active [Ni(allyl)Cl(IPR*^OMe )] Precatalyst

Martin Anthony R., David James Nelson, Sebastien Meiries, Alexandra Martha Zoya Slawin, Steven Patrick Nolan

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

Abstract

Two new [Ni(allyl)Cl(NHC)] complexes with the bulky yet flexible N-heterocyclic carbene (NHC) ligands IPr* {N,N-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene} and IPr*^OMe {N,N-bis[2,6-bis(diphenylmethyl)-4-methoxyphenyl]imidazol-2-ylidene} are reported. These complexes were employed in the amination and sulfination of aryl halide species and were shown to perform well in these reactions, which typically required less than half as much catalyst as previous state-of-the-art nickel complexes.

Original language	English
Pages (from-to)	3127-3131
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2014
Issue number	15
Early online date	7 Mar 2014
DOIs	https://doi.org/10.1002/ejoc.201402022
Publication status	Published - May 2014

Keywords

Nickel
Carbene ligands
Cross-coupling
Arenes
Amination
Sulfination

Access to Document

10.1002/ejoc.201402022

FUNCAT: EU FP7 ERC Advanced Grant - FUNCAT - Fundamental Studies in Organometallic Chemistry and Homogeneous Catalysis
Nolan, S. P. (PI)
European Research Council
1/01/09 → 31/12/14
Project: Standard

Cite this

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title = "Efficient C-N and C-S Bond Formation Using the Highly Active [Ni(allyl)Cl(IPR*OMe )] Precatalyst",

abstract = "Two new [Ni(allyl)Cl(NHC)] complexes with the bulky yet flexible N-heterocyclic carbene (NHC) ligands IPr* {N,N-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene} and IPr*OMe {N,N-bis[2,6-bis(diphenylmethyl)-4-methoxyphenyl]imidazol-2-ylidene} are reported. These complexes were employed in the amination and sulfination of aryl halide species and were shown to perform well in these reactions, which typically required less than half as much catalyst as previous state-of-the-art nickel complexes.",

keywords = "Nickel , Carbene ligands , Cross-coupling , Arenes , Amination , Sulfination",

author = "{Anthony R.}, Martin and Nelson, {David James} and Sebastien Meiries and Slawin, {Alexandra Martha Zoya} and Nolan, {Steven Patrick}",

note = "This work is supported by EPSRC UK",

year = "2014",

month = may,

doi = "10.1002/ejoc.201402022",

language = "English",

volume = "2014",

pages = "3127--3131",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH, Weinheim",

number = "15",

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TY - JOUR

T1 - Efficient C-N and C-S Bond Formation Using the Highly Active [Ni(allyl)Cl(IPR*OMe )] Precatalyst

AU - Anthony R., Martin

AU - Nelson, David James

AU - Meiries, Sebastien

AU - Slawin, Alexandra Martha Zoya

AU - Nolan, Steven Patrick

N1 - This work is supported by EPSRC UK

PY - 2014/5

Y1 - 2014/5

N2 - Two new [Ni(allyl)Cl(NHC)] complexes with the bulky yet flexible N-heterocyclic carbene (NHC) ligands IPr* {N,N-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene} and IPr*OMe {N,N-bis[2,6-bis(diphenylmethyl)-4-methoxyphenyl]imidazol-2-ylidene} are reported. These complexes were employed in the amination and sulfination of aryl halide species and were shown to perform well in these reactions, which typically required less than half as much catalyst as previous state-of-the-art nickel complexes.

AB - Two new [Ni(allyl)Cl(NHC)] complexes with the bulky yet flexible N-heterocyclic carbene (NHC) ligands IPr* {N,N-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene} and IPr*OMe {N,N-bis[2,6-bis(diphenylmethyl)-4-methoxyphenyl]imidazol-2-ylidene} are reported. These complexes were employed in the amination and sulfination of aryl halide species and were shown to perform well in these reactions, which typically required less than half as much catalyst as previous state-of-the-art nickel complexes.

KW - Nickel

KW - Carbene ligands

KW - Cross-coupling

KW - Arenes

KW - Amination

KW - Sulfination

U2 - 10.1002/ejoc.201402022

DO - 10.1002/ejoc.201402022

M3 - Article

SN - 1434-193X

VL - 2014

SP - 3127

EP - 3131

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 15

ER -

Efficient C-N and C-S Bond Formation Using the Highly Active [Ni(allyl)Cl(IPR*OMe )] Precatalyst

Abstract

Keywords

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Projects

FUNCAT: EU FP7 ERC Advanced Grant - FUNCAT - Fundamental Studies in Organometallic Chemistry and Homogeneous Catalysis

Cite this

Efficient C-N and C-S Bond Formation Using the Highly Active [Ni(allyl)Cl(IPR*^OMe )] Precatalyst