Organic compounds -- part of the class 532-570 series – Organic compounds – Heavy metal containing
Patent
1996-08-30
1998-01-20
Nagumo, Mark
Organic compounds -- part of the class 532-570 series
Organic compounds
Heavy metal containing
556136, 502155, 526171, 526943, 585511, 585643, C07F 1500
Patent
active
057102988
ABSTRACT:
Methods of preparing carbene compounds of the formula ##STR1## are disclosed wherein M is Os or Ru; R and R.sup.1 are independently selected from hydrogen and a functional group selected from the group consisting of C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkyl, aryl, C.sub.1 -C.sub.20 carboxylate, C.sub.2 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 alkenyloxy, C.sub.2 -C.sub.20 alkynyloxy, aryloxy, C.sub.2 -C.sub.20 alkoxycarbonyl, C.sub.1 -C.sub.20 alkylthio, C.sub.1 -C.sub.20 alkylsulfonyl or C.sub.1 -C.sub.20 alkylsulfinyl; each optionally substituted with C.sub.1 -C.sub.5 alkyl, a halogen, C.sub.1 -C.sub.5 alkoxy or with a phenyl group optionally substituted with a halogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy; X and X.sup.1 are independently selected from any anionic ligand; and L and L.sup.1 are independently selected from any neutral electron donor, preferably phosphine, sulfonated phosphine, phosphite, phosphinite, phosphonite, arsine, stibine, ether, amine, amide, sulfoxide, carboxyl, nitrosyl, pyridine and thioether. Methods for using these carbene compounds to catalyze olefin metathesis reactions are also disclosed.
REFERENCES:
patent: 4883851 (1989-11-01), Grubbs et al.
patent: 4945135 (1990-07-01), Grubbs et al.
patent: 4945141 (1990-07-01), Grubbs et al.
patent: 4945144 (1990-07-01), Grubbs et al.
patent: 5198511 (1993-03-01), Brown-Wensley et al.
patent: 5296566 (1994-03-01), Brown-Wensley et al.
patent: 5312940 (1994-05-01), Grubbs et al.
patent: 5342909 (1994-08-01), Grubbs et al.
Burrell et al., "Synthesis and Reactions of Ru(.times.CH.sub.2) Cl(NO) PPh.sub.3).sub.2," A Stable Terminal Methylene Complex and the Crystal Structure of Ru (CH.sub.2 PPh.sub.3).sub.2 (n.sup.2 -C.sub.2 F.sub.4) Cl (NO) (PPh.sub.3), J. Chem. Soc. Dalton Trans., 1991, pp. 609-614.
Ivin, K.J. "Olefin Metathesis", 1983, pp. 34-39.
McGrath et al., "Aqueous Ring-Opening Metathesis Polymerization of 7-Oxanorbornene Derivatives Using Ruthenium Catalysts", 1990, pp. 525-536.
Novak et al., "Catalytic Organometalic Chemistry in Water: The Aqueous Ring-Opening Metathesis Polymerization of 7-Oxanorbornene Derivatives", 1988, JACS, vol. 110.
Novak et al., "The Ring Opening Metathesis Polymerization of 7-Oxabicyclo JACS, vol. 110.
Hillmyer et al., "The Aqueous Ring-Opening Metathesis Polymerization of
Carter et al., "Review of the Chemistry of Cyclopropane Compounds", Apr. 20, 1964,pp. 34-36.
Schmidbaur et al., "Ylide Chemistry: An Account of Structural, Conformational and Redox Investigations" 1983.
"Metathesis of Functionalized Olefin", J. of Molecules Catalysis, 15 (1982), pp. 35-45.
Collman et al., J. Am. Chem. Soc., vol. 108, pp. 1332-1333 (1986).
Bruce et al., "Cyclopentadienyl-Ruthenium and -osmium Chemistry, Some Reactions of Substituted Vinylidene Complexes," J. Organometallic Chem. 171:C5-C8 (1979).
M.H.L. Green et al., "Carbene Complexes of Iron, Molybdenum and Ruthenium: A New Route to Metal-Carbene Derivatives," J. Chem. Soc. (A) 794-797 (1971).
H. Le Bozec et al., "A New Route to Vinylcarbene Metal Complexes in One Step from 2-Propyn-1-ols and Arene Ruthenium(.parallel..parallel.) Derivatives," J. Chem. Soc. Chem. Comm. 219-221 (1989).
Nguyen et al., "Ring-Opening Metathesis Polymerization (ROMP) of Norbornene by a Group VIII Carbene Complex in Protic Media," J. Am. Chem. Soc. 114: 3974-3975 (1992).
Grundy et al., "Migratory-Insertion Reactions of Osmium (II) Ethyl Complexes Derived From an Osmium (0) Ethylene Complex," J. Organometallic Chem. 216:255-262 (1981).
Grundy et al., "Propionyl Complexes of Ruthenium Derived From the Reaction of Ethylene with RhHC1(CO).sub.2 (PPh.sub.3).sub.2 J. Organometallic Chem." 265:77-85 (1984).
Grubbs Robert H.
Johnson Lynda K.
Nguyen Sonbinh T.
California Institute of Technology
Nagumo Mark
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