The Isolation of [Pd{OC(O)H}(H)(NHC)(PR3)] (NHC = N‑Heterocyclic Carbene) and Its Role in Alkene and Alkyne Reductions Using Formic Acid

Julie  Broggi; Vaclav Jurcik; Olivier Songis; Albert Poater; Luigi Cavallo; Alexandra Martha Zoya Slawin; Catherine S.J. Cazin

doi:10.1021/ja311087c

The Isolation of [Pd{OC(O)H}(H)(NHC)(PR₃)] (NHC = N‑Heterocyclic Carbene) and Its Role in Alkene and Alkyne Reductions Using Formic Acid

Julie Broggi, Vaclav Jurcik, Olivier Songis, Albert Poater, Luigi Cavallo, Alexandra Martha Zoya Slawin, Catherine S.J. Cazin

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

Abstract

The [Pd(SIPr)(PCy3)] complex efficiently
promotes a tandem process involving dehydrogenation of
formic acid and hydrogenation of C−C multiple bonds
using H2 formed in situ. The isolation of a key catalytic
hydridoformatopalladium species, [Pd{OC(O)H}(H)-
(IPr)(PCy3)], is reported. The complex plays a key role
in the Pd(0)-mediated formation of hydrogen from formic
acid. Mechanistic and computational studies delineate the
operational role of the palladium complex in this efficient
tandem sequence.

Original language	English
Pages (from-to)	4588-4591
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	135
Issue number	12
Early online date	14 Jan 2013
DOIs	https://doi.org/10.1021/ja311087c
Publication status	Published - Jan 2013

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10.1021/ja311087c

Studies of homogeneous catalysts: Mechanistic studies of homogeneous catalysts
Cazin, C. S. J. (PI)
The Royal Society
6/03/11 → 5/02/12
Project: Standard
Synergistic Ligand Effects in Palladium: Synergistic Ligand Effects in Palladium Catalysis
Cazin, C. S. J. (PI)
EPSRC
13/11/09 → 12/11/10
Project: Standard

Cite this

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title = "The Isolation of [Pd{OC(O)H}(H)(NHC)(PR3)] (NHC = N‑Heterocyclic Carbene) and Its Role in Alkene and Alkyne Reductions Using Formic Acid",

abstract = "The [Pd(SIPr)(PCy3)] complex efficientlypromotes a tandem process involving dehydrogenation offormic acid and hydrogenation of C−C multiple bondsusing H2 formed in situ. The isolation of a key catalytichydridoformatopalladium species, [Pd{OC(O)H}(H)-(IPr)(PCy3)], is reported. The complex plays a key rolein the Pd(0)-mediated formation of hydrogen from formicacid. Mechanistic and computational studies delineate theoperational role of the palladium complex in this efficienttandem sequence.",

author = "Julie Broggi and Vaclav Jurcik and Olivier Songis and Albert Poater and Luigi Cavallo and Slawin, {Alexandra Martha Zoya} and Cazin, {Catherine S.J.}",

year = "2013",

month = jan,

doi = "10.1021/ja311087c",

language = "English",

volume = "135",

pages = "4588--4591",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society (ACS)",

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T1 - The Isolation of [Pd{OC(O)H}(H)(NHC)(PR3)] (NHC = N‑Heterocyclic Carbene) and Its Role in Alkene and Alkyne Reductions Using Formic Acid

AU - Broggi, Julie

AU - Jurcik, Vaclav

AU - Songis, Olivier

AU - Poater, Albert

AU - Cavallo, Luigi

AU - Slawin, Alexandra Martha Zoya

AU - Cazin, Catherine S.J.

PY - 2013/1

Y1 - 2013/1

N2 - The [Pd(SIPr)(PCy3)] complex efficientlypromotes a tandem process involving dehydrogenation offormic acid and hydrogenation of C−C multiple bondsusing H2 formed in situ. The isolation of a key catalytichydridoformatopalladium species, [Pd{OC(O)H}(H)-(IPr)(PCy3)], is reported. The complex plays a key rolein the Pd(0)-mediated formation of hydrogen from formicacid. Mechanistic and computational studies delineate theoperational role of the palladium complex in this efficienttandem sequence.

AB - The [Pd(SIPr)(PCy3)] complex efficientlypromotes a tandem process involving dehydrogenation offormic acid and hydrogenation of C−C multiple bondsusing H2 formed in situ. The isolation of a key catalytichydridoformatopalladium species, [Pd{OC(O)H}(H)-(IPr)(PCy3)], is reported. The complex plays a key rolein the Pd(0)-mediated formation of hydrogen from formicacid. Mechanistic and computational studies delineate theoperational role of the palladium complex in this efficienttandem sequence.

U2 - 10.1021/ja311087c

DO - 10.1021/ja311087c

M3 - Article

SN - 0002-7863

VL - 135

SP - 4588

EP - 4591

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 12

ER -

The Isolation of [Pd{OC(O)H}(H)(NHC)(PR3)] (NHC = N‑Heterocyclic Carbene) and Its Role in Alkene and Alkyne Reductions Using Formic Acid

Abstract

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Projects

Studies of homogeneous catalysts: Mechanistic studies of homogeneous catalysts

Synergistic Ligand Effects in Palladium: Synergistic Ligand Effects in Palladium Catalysis

Cite this

The Isolation of [Pd{OC(O)H}(H)(NHC)(PR₃)] (NHC = N‑Heterocyclic Carbene) and Its Role in Alkene and Alkyne Reductions Using Formic Acid