Recyclable catalysts methods of making and using the same

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C556S059000, C556S470000, C556S482000, C568S809000, C568S814000, C568S881000, C502S152000, C502S155000

Reexamination Certificate

active

07005525

ABSTRACT:
Organometallic complexes are provided, which include a catalyst containing a transition metal, a ligand and a component having the formula GArF. ArFis an aromatic ring system selected from phenyl, naphthalenyl, anthracenyl, fluorenyl, or indenyl. The aromatic ring system has at least a substituent selected from fluorine, hydrogen, hydrocarbyl or fluorinated hydrocarbyl, G is substituted or unsubstituted (CH2)nor (CF2)n, wherein n is from 1 to 30, wherein further one or more CH2or CF2groups are optionally replaced by NR, PR, SiR2, BR, O or S, or R is hydrocarbyl or substituted hydrocarbyl, GArFbeing covalently bonded to either said transition metal or said ligand of said catalyst, thereby rendering said cationic organometallic complex liquid. The catalyst of the organometallic complex can be [CpM(CO)2(NHC)Lk]+A−, wherein M is an atom of molybdenum or tungsten, Cp is substituted or unsubstituted cyclopentadienyl radical represented by the formula [C5Q1Q2Q3Q4Q5], wherein Q1to Q5are independently selected from the group consisting of H radical, GArFC1-20hydrocarbyl radical, substituted hydrocarbyl radical, substituted hydrocarbyl radical substituted by GArF, halogen radical, halogen-substituted hydrocarbyl radical, —OR, —C(O)R′, —CO2R′, —SiR′3and —NR′R″, wherein R′ and R″ are independently selected from the group consisting of H radical, C1-20hydrocarbyl radical, halogen radical, and halogen-substituted hydrocarbyl radical, wherein said Q1to Q5radicals are optionally linked to each other to form a stable bridging group, NHC is any N-heterocyclic carbene ligand, L is either any neutral electron donor ligand, wherein k is a number from 0 to 1 or L is an anionic ligand wherein k is 2, and A−is an anion. Processes using the organometallic complexes as catalysts in catalytic reactions, such as for example, the hydrosilylation of aldehydes, ketones and esters are also provided.

REFERENCES:
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patent: 5710298 (1998-01-01), Grubbs et al.
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patent: 6737531 (2004-05-01), Dioumaev et al.
Dioumaev, et al.—“A Recyclable Catalyst that Precipitates at the End of the Reaction”, Nature, vol. 424, Jul. 31, 2003, pp. 530-532.

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