N-heterocyclic carbenes as activating ligands for hydrogenation and isomerization of unactivated olefins

UL Dharmasena; HM Foucault; EN dos Santos; DE Fogg; Steven Patrick Nolan

doi:10.1021/om049041k

N-heterocyclic carbenes as activating ligands for hydrogenation and isomerization of unactivated olefins

UL Dharmasena, HM Foucault, EN dos Santos, DE Fogg, Steven Patrick Nolan

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

Abstract

The new hydridoruthenium complexes RuH-Cl(CO)(NHC)(PPh3) (NHC = IMes (4a), H(2)IMes (4b)), conveniently accessible from RuHCl(CO)(PPh3)(3), exhibit high activity for hydrogenation of unactivated internal olefins and isomerization of terminal olefins. The lability of the PPh3 ligand is fundamental to the utility of 4: where this group is replaced by the relatively nonlabile PCy3 ligand, the activating effect of the N-heterocyclic carbene is suppressed.

Original language	English
Pages (from-to)	1056-1058
Number of pages	3
Journal	Organometallics
Volume	24
Issue number	6
DOIs	https://doi.org/10.1021/om049041k
Publication status	Published - 14 Mar 2005

Keywords

RING-CLOSING METATHESIS
HOMOGENEOUS HYDROGENATION
TANDEM CATALYSIS
IMIDAZOL-2-YLIDENE LIGANDS
RUTHENIUM CATALYSTS
COMPLEXES BEARING
C-C
ALCOHOLS
IRIDIUM
STABILITY

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title = "N-heterocyclic carbenes as activating ligands for hydrogenation and isomerization of unactivated olefins",

abstract = "The new hydridoruthenium complexes RuH-Cl(CO)(NHC)(PPh3) (NHC = IMes (4a), H(2)IMes (4b)), conveniently accessible from RuHCl(CO)(PPh3)(3), exhibit high activity for hydrogenation of unactivated internal olefins and isomerization of terminal olefins. The lability of the PPh3 ligand is fundamental to the utility of 4: where this group is replaced by the relatively nonlabile PCy3 ligand, the activating effect of the N-heterocyclic carbene is suppressed.",

keywords = "RING-CLOSING METATHESIS, HOMOGENEOUS HYDROGENATION, TANDEM CATALYSIS, IMIDAZOL-2-YLIDENE LIGANDS, RUTHENIUM CATALYSTS, COMPLEXES BEARING, C-C, ALCOHOLS, IRIDIUM, STABILITY",

author = "UL Dharmasena and HM Foucault and {dos Santos}, EN and DE Fogg and Nolan, {Steven Patrick}",

year = "2005",

month = mar,

day = "14",

doi = "10.1021/om049041k",

language = "English",

volume = "24",

pages = "1056--1058",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society (ACS)",

number = "6",

}

TY - JOUR

T1 - N-heterocyclic carbenes as activating ligands for hydrogenation and isomerization of unactivated olefins

AU - Dharmasena, UL

AU - Foucault, HM

AU - dos Santos, EN

AU - Fogg, DE

AU - Nolan, Steven Patrick

PY - 2005/3/14

Y1 - 2005/3/14

N2 - The new hydridoruthenium complexes RuH-Cl(CO)(NHC)(PPh3) (NHC = IMes (4a), H(2)IMes (4b)), conveniently accessible from RuHCl(CO)(PPh3)(3), exhibit high activity for hydrogenation of unactivated internal olefins and isomerization of terminal olefins. The lability of the PPh3 ligand is fundamental to the utility of 4: where this group is replaced by the relatively nonlabile PCy3 ligand, the activating effect of the N-heterocyclic carbene is suppressed.

AB - The new hydridoruthenium complexes RuH-Cl(CO)(NHC)(PPh3) (NHC = IMes (4a), H(2)IMes (4b)), conveniently accessible from RuHCl(CO)(PPh3)(3), exhibit high activity for hydrogenation of unactivated internal olefins and isomerization of terminal olefins. The lability of the PPh3 ligand is fundamental to the utility of 4: where this group is replaced by the relatively nonlabile PCy3 ligand, the activating effect of the N-heterocyclic carbene is suppressed.

KW - RING-CLOSING METATHESIS

KW - HOMOGENEOUS HYDROGENATION

KW - TANDEM CATALYSIS

KW - IMIDAZOL-2-YLIDENE LIGANDS

KW - RUTHENIUM CATALYSTS

KW - COMPLEXES BEARING

KW - C-C

KW - ALCOHOLS

KW - IRIDIUM

KW - STABILITY

UR - http://www.scopus.com/inward/record.url?scp=15944420207&partnerID=8YFLogxK

U2 - 10.1021/om049041k

DO - 10.1021/om049041k

M3 - Article

SN - 0276-7333

VL - 24

SP - 1056

EP - 1058

JO - Organometallics

JF - Organometallics

IS - 6

ER -

N-heterocyclic carbenes as activating ligands for hydrogenation and isomerization of unactivated olefins

Abstract

Keywords

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