Fast transfer hydrogenation using a highly active orthometalated heterocyclic carbene ruthenium catalyst

Walter Baratta; Jan Schütz; Eberhardt Herdtweck; Wolfgang A. Herrmann; Pierluigi Rigo

doi:10.1016/j.jorganchem.2005.07.001

Fast transfer hydrogenation using a highly active orthometalated heterocyclic carbene ruthenium catalyst

Walter Baratta
, Jan Schütz
, Eberhardt Herdtweck
, Wolfgang A. Herrmann
, Pierluigi Rigo

Technical University of Munich

Univ.́ degli Studi di Udine
Technical University of Munich

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

83 Scopus citations

Abstract

The free carbene 1,3,4-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene reacts with trans,cis-RuHCl(PPh₃)₂(ampy) (ampy = 2-(aminomethyl)pyridine) affording an orthometalated N-heterocyclic carbene complex characterized by an X-ray diffraction study. This compound in presence of NaOH shows very high catalytic activity for the transfer hydrogenation of several ketones to alcohols using 2-propanol as hydrogen source, affording TOF values up to 120,000 h^-1 (at 50% conversion).

Original language	English
Pages (from-to)	5570-5575
Number of pages	6
Journal	Journal of Organometallic Chemistry
Volume	690
Issue number	24-25
DOIs	https://doi.org/10.1016/j.jorganchem.2005.07.001
State	Published - 1 Dec 2005

Keywords

Carbene
Orthometalation
Ruthenium
Transfer hydrogenation
X-ray structure

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10.1016/j.jorganchem.2005.07.001

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@article{00c3b0e06a4f4c59b17d24f19dcded04,

title = "Fast transfer hydrogenation using a highly active orthometalated heterocyclic carbene ruthenium catalyst",

abstract = "The free carbene 1,3,4-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene reacts with trans,cis-RuHCl(PPh3)2(ampy) (ampy = 2-(aminomethyl)pyridine) affording an orthometalated N-heterocyclic carbene complex characterized by an X-ray diffraction study. This compound in presence of NaOH shows very high catalytic activity for the transfer hydrogenation of several ketones to alcohols using 2-propanol as hydrogen source, affording TOF values up to 120,000 h-1 (at 50\% conversion).",

keywords = "Carbene, Orthometalation, Ruthenium, Transfer hydrogenation, X-ray structure",

author = "Walter Baratta and Jan Sch{\"u}tz and Eberhardt Herdtweck and Herrmann, \{Wolfgang A.\} and Pierluigi Rigo",

year = "2005",

month = dec,

day = "1",

doi = "10.1016/j.jorganchem.2005.07.001",

language = "English",

volume = "690",

pages = "5570--5575",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

number = "24-25",

}

TY - JOUR

T1 - Fast transfer hydrogenation using a highly active orthometalated heterocyclic carbene ruthenium catalyst

AU - Baratta, Walter

AU - Schütz, Jan

AU - Herdtweck, Eberhardt

AU - Herrmann, Wolfgang A.

AU - Rigo, Pierluigi

PY - 2005/12/1

Y1 - 2005/12/1

N2 - The free carbene 1,3,4-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene reacts with trans,cis-RuHCl(PPh3)2(ampy) (ampy = 2-(aminomethyl)pyridine) affording an orthometalated N-heterocyclic carbene complex characterized by an X-ray diffraction study. This compound in presence of NaOH shows very high catalytic activity for the transfer hydrogenation of several ketones to alcohols using 2-propanol as hydrogen source, affording TOF values up to 120,000 h-1 (at 50% conversion).

AB - The free carbene 1,3,4-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene reacts with trans,cis-RuHCl(PPh3)2(ampy) (ampy = 2-(aminomethyl)pyridine) affording an orthometalated N-heterocyclic carbene complex characterized by an X-ray diffraction study. This compound in presence of NaOH shows very high catalytic activity for the transfer hydrogenation of several ketones to alcohols using 2-propanol as hydrogen source, affording TOF values up to 120,000 h-1 (at 50% conversion).

KW - Carbene

KW - Orthometalation

KW - Ruthenium

KW - Transfer hydrogenation

KW - X-ray structure

UR - https://www.scopus.com/pages/publications/27744514244

U2 - 10.1016/j.jorganchem.2005.07.001

DO - 10.1016/j.jorganchem.2005.07.001

M3 - Article

AN - SCOPUS:27744514244

SN - 0022-328X

VL - 690

SP - 5570

EP - 5575

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 24-25

ER -

Fast transfer hydrogenation using a highly active orthometalated heterocyclic carbene ruthenium catalyst

Abstract

Keywords

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