[Pd(IPr*(acac)Cl]: An Easily Synthesized, Bulky Precatalyst for C-N Bond Formation

Sebastien Meiries; Anthony Chartoire; Alexandra M. Z. Slawin; Steven P. Nolan

doi:10.1021/om300205c

[Pd(IPr*(acac)Cl]: An Easily Synthesized, Bulky Precatalyst for C-N Bond Formation

Sebastien Meiries, Anthony Chartoire, Alexandra M. Z. Slawin, Steven P. Nolan

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

Abstract

A very straightforward synthesis of [Pd(IPr*)(acac)Cl] has been developed from commercially available Pd(acac)(2) and the easily prepared IPr*center dot HCl (acac = acetylacetonate; IPr* = N,N'-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene). The reactivity of the resulting complex [Pd(IPr*)(acac)Cl] (1) as a highly active Pd-II precatalyst for the Buchwald-Hartwig arylamination coupling has been explored. A wide range of substrates with varying electronic and steric demands of both coupling partners has been screened successfully. The chemoselectivity of the reaction was also explored by using aryl heterodihalides.

Original language	English
Pages (from-to)	3402-3409
Number of pages	8
Journal	Organometallics
Volume	31
Issue number	8
DOIs	https://doi.org/10.1021/om300205c
Publication status	Published - 23 Apr 2012

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title = "[Pd(IPr*(acac)Cl]: An Easily Synthesized, Bulky Precatalyst for C-N Bond Formation",

abstract = "A very straightforward synthesis of [Pd(IPr*)(acac)Cl] has been developed from commercially available Pd(acac)(2) and the easily prepared IPr*center dot HCl (acac = acetylacetonate; IPr* = N,N'-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene). The reactivity of the resulting complex [Pd(IPr*)(acac)Cl] (1) as a highly active Pd-II precatalyst for the Buchwald-Hartwig arylamination coupling has been explored. A wide range of substrates with varying electronic and steric demands of both coupling partners has been screened successfully. The chemoselectivity of the reaction was also explored by using aryl heterodihalides.",

author = "Sebastien Meiries and Anthony Chartoire and Slawin, {Alexandra M. Z.} and Nolan, {Steven P.}",

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T1 - [Pd(IPr*(acac)Cl]: An Easily Synthesized, Bulky Precatalyst for C-N Bond Formation

AU - Meiries, Sebastien

AU - Chartoire, Anthony

AU - Slawin, Alexandra M. Z.

AU - Nolan, Steven P.

PY - 2012/4/23

Y1 - 2012/4/23

N2 - A very straightforward synthesis of [Pd(IPr*)(acac)Cl] has been developed from commercially available Pd(acac)(2) and the easily prepared IPr*center dot HCl (acac = acetylacetonate; IPr* = N,N'-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene). The reactivity of the resulting complex [Pd(IPr*)(acac)Cl] (1) as a highly active Pd-II precatalyst for the Buchwald-Hartwig arylamination coupling has been explored. A wide range of substrates with varying electronic and steric demands of both coupling partners has been screened successfully. The chemoselectivity of the reaction was also explored by using aryl heterodihalides.

AB - A very straightforward synthesis of [Pd(IPr*)(acac)Cl] has been developed from commercially available Pd(acac)(2) and the easily prepared IPr*center dot HCl (acac = acetylacetonate; IPr* = N,N'-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene). The reactivity of the resulting complex [Pd(IPr*)(acac)Cl] (1) as a highly active Pd-II precatalyst for the Buchwald-Hartwig arylamination coupling has been explored. A wide range of substrates with varying electronic and steric demands of both coupling partners has been screened successfully. The chemoselectivity of the reaction was also explored by using aryl heterodihalides.

U2 - 10.1021/om300205c

DO - 10.1021/om300205c

M3 - Article

SN - 0276-7333

VL - 31

SP - 3402

EP - 3409

JO - Organometallics

JF - Organometallics

IS - 8

ER -

[Pd(IPr*(acac)Cl]: An Easily Synthesized, Bulky Precatalyst for C-N Bond Formation

Abstract

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