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Catalytic ionic hydrogenation of ketones using tungsten or molybdenum catalysts with increased lifetimes

Patent ·
OSTI ID:1174475
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The present invention is a process for the catalytic hydrogenation of ketones and aldehydes to alcohols at low temperatures and pressures using organometallic molybdenum and tungsten complexes and the catalyst used in the process. The reactants include a functional group which is selected from groups represented by the formulas R*(C.dbd.O)R' and R*(C.dbd.O)H, wherein R* and R' are selected from hydrogen or any alkyl or aryl group. The process includes reacting the organic compound in the presence of hydrogen and a catalyst to form a reaction mixture. The catalyst is prepared by reacting Ph.sub.3 C.sup.+ A.sup.- with a metal hydride. A.sup.- represents an anion and can be BF.sub.4.sup.-, PF.sub.6.sup.-, CF.sub.3 SO.sub.3.sup.- or Bar'.sub.4.sup.-, wherein Ar'=3,5-bis(trifluoromethyl)phenyl. The metal hydride is represented by the formula: HM(CO).sub.2 [.eta..sup.5 :.eta..sup.1 --C.sub.5 H.sub.4 (XH.sub.2).sub.n PR.sub.2 ] wherein M represents a molybdenum (Mo) atom or a tungsten (W) atom; X is a carbon atom, a silicon atom or a combination of carbon (C) and silicon (Si) atoms; n is any positive integer; R represents two hydrocarbon groups selected from H, an aryl group and an alkyl group, wherein both R groups can be the same or different. The metal hydride is reacted with Ph.sub.3 C.sup.+ A.sup.- either before reacting with the organic compound or in the reaction mixture.
Research Organization:
Brookhaven National Laboratory (BNL), Upton, NY (United States)
Sponsoring Organization:
USDOE
DOE Contract Number:
AC02-98CH10886
Assignee:
Brookhaven Science Associates, LLC (Upton, NY)
Patent Number(s):
6,613,923
Application Number:
09/552,212
OSTI ID:
1174475
Country of Publication:
United States
Language:
English

References (12)

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Preferential hydrogenation of aldehydes and ketones. journal October 1995
Homogeneous asymmetric hydrogenation of functionalized ketones journal January 1988
Group 6 anionic μ-hydride complexes [HM2(CO)10]− (M = Cr, Mo, W): New catalysts for hydrogenation and hydrosilylation journal February 1991
Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation of Ketones Using a Formic Acid−Triethylamine Mixture journal January 1996
Practical Enantioselective Hydrogenation of Aromatic Ketones journal March 1995
Homogeneous hydrogenation of ketones using chromium hexacarbonyl as catalyst precursor in the presence of bases journal April 1985
Effective Catalysts for Transfer Hydrogenation of Ketones and Imines by Propan-2-ol : Ruthenium-Hydride or Ruthenium-Dihydride Complexes journal March 1997
Hydride Transfer by Hydrido Transition-Metal Complexes. Ionic Hydrogenation of Aldehydes and Ketones, and Structural Characterization of an Alcohol Complex journal September 1992
Asymmetric Transfer Hydrogenation of Aromatic Ketones Catalyzed by Chiral Ruthenium(II) Complexes journal July 1995
Homogeneous Transfer Hydrogenation of Ketones Catalyzed by Molybdenum Complexes journal February 1977
Asymmetric hydrogenation of cycloalkanones catalyzed by BINAP-iridium(I)-aminophosphine systems journal April 1993

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