Process for the preparation of substituted fluorenes

Details Process for the preparation of substituted fluorenes Process for the preparation of substituted fluorenes

2006-08-22

2006-08-22

Nazario-Gonzalez, Porfirio (Department: 1621)

Chemistry of hydrocarbon compounds

Compound or reaction product mixture

Aromatic

Reexamination Certificate

active

07094938

ABSTRACT:
Methods for the preparation of fluorenyl-type ligand structures and substituted fluorenyl groups which may be employed in metallocene-type olefin polymerization catalysts. There is provided a 2,2′-dihalogen-diphenylmethylene having a methylene bridge connecting a pair of phenyl groups. Each phenyl group has a halogen on a proximal carbon atom relative to the methylene bridge. The halogenated diphenylmethylene is reacted with a coupling agent comprising a Group 2 or 12 transition metal in the presence of a nickel or palladium-based catalyst to remove the halogen atoms from the phenyl groups and couple the phenyl groups at the proximal carbon atoms to produce a fluorene ligand structure. The coupling agent may be zinc, cadmium or magnesium and the catalyst may be a monophosphene nickel complex. The halogenated diphenylmethylene may be an unsubstituted ligand structure or a monosubstituted or disubstituted ligand structure. The halogenated diphenylmethylene may be monosubstituted with a tertiary butyl group or may be a dialkyl diphenylmethylene having alkyl substituents at the directly distal positions of the phenyl groups relative to the methylene bridge.

REFERENCES:
patent: 6939928 (2005-09-01), Kawai et al.
Kajigaeshi et al., Bull. Chem. Soc. Jpn., vol. 59, No. 1, pp. 97-103 (1986).

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