[Pd(IPr*OMe)(acac)Cl]: Tuning the N‑Heterocyclic Carbene in Catalytic C−N Bond Formation

Sebastien Michel Bernard Meiries; Klaus Speck; David B. Cordes; Alexandra Martha Zoya Slawin; Steven Patrick Nolan

doi:10.1021/om3011867

[Pd(IPr*^OMe)(acac)Cl]: Tuning the N‑Heterocyclic Carbene in Catalytic C−N Bond Formation

Sebastien Michel Bernard Meiries, Klaus Speck, David B. Cordes, Alexandra Martha Zoya Slawin, Steven Patrick Nolan

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

Abstract

A new N-heterocyclic ligand IPr*^OMe [N,N′-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazol-2-ylidene] has been synthesized and compared with its earlier methyl-substituted congener IPr* [N,N′-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene]. IPr*^OMe was successfully bound to palladium, and the catalytic activity of the resulting complex [Pd(IPr*^OMe)(acac)Cl] was investigated in Buchwald−Hartwig arylamination. Catalytic activity was compared to that of [Pd(IPr*)(acac)Cl].

Original language	English
Pages (from-to)	330-339
Number of pages	10
Journal	Organometallics
Volume	32
Issue number	1
Early online date	26 Dec 2012
DOIs	https://doi.org/10.1021/om3011867
Publication status	Published - 14 Jan 2013

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title = "[Pd(IPr*OMe)(acac)Cl]: Tuning the N‑Heterocyclic Carbene in Catalytic C−N Bond Formation",

abstract = "A new N-heterocyclic ligand IPr*OMe [N,N′-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazol-2-ylidene] has been synthesized and compared with its earlier methyl-substituted congener IPr* [N,N′-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene]. IPr*OMe was successfully bound to palladium, and the catalytic activity of the resulting complex [Pd(IPr*OMe)(acac)Cl] was investigated in Buchwald−Hartwig arylamination. Catalytic activity was compared to that of [Pd(IPr*)(acac)Cl].",

author = "Meiries, {Sebastien Michel Bernard} and Klaus Speck and Cordes, {David B.} and Slawin, {Alexandra Martha Zoya} and Nolan, {Steven Patrick}",

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T1 - [Pd(IPr*OMe)(acac)Cl]: Tuning the N‑Heterocyclic Carbene in Catalytic C−N Bond Formation

AU - Meiries, Sebastien Michel Bernard

AU - Speck, Klaus

AU - Cordes, David B.

AU - Slawin, Alexandra Martha Zoya

AU - Nolan, Steven Patrick

PY - 2013/1/14

Y1 - 2013/1/14

N2 - A new N-heterocyclic ligand IPr*OMe [N,N′-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazol-2-ylidene] has been synthesized and compared with its earlier methyl-substituted congener IPr* [N,N′-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene]. IPr*OMe was successfully bound to palladium, and the catalytic activity of the resulting complex [Pd(IPr*OMe)(acac)Cl] was investigated in Buchwald−Hartwig arylamination. Catalytic activity was compared to that of [Pd(IPr*)(acac)Cl].

AB - A new N-heterocyclic ligand IPr*OMe [N,N′-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazol-2-ylidene] has been synthesized and compared with its earlier methyl-substituted congener IPr* [N,N′-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene]. IPr*OMe was successfully bound to palladium, and the catalytic activity of the resulting complex [Pd(IPr*OMe)(acac)Cl] was investigated in Buchwald−Hartwig arylamination. Catalytic activity was compared to that of [Pd(IPr*)(acac)Cl].

U2 - 10.1021/om3011867

DO - 10.1021/om3011867

M3 - Article

SN - 0276-7333

VL - 32

SP - 330

EP - 339

JO - Organometallics

JF - Organometallics

IS - 1

ER -

[Pd(IPr*OMe)(acac)Cl]: Tuning the N‑Heterocyclic Carbene in Catalytic C−N Bond Formation

Abstract

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[Pd(IPr*^OMe)(acac)Cl]: Tuning the N‑Heterocyclic Carbene in Catalytic C−N Bond Formation