Polyaromatic compounds

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

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C07D21322

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active

048515388

ABSTRACT:
A halogen containing compound is coupled in the presence of carbon monoxide, an alkaline medium and a supported palladium catalyst. The reaction is preferably effected at elevated temperature and pressure, for example 80.degree. C. to 200.degree. C. and 0.2 to 3MNm.sup.-2. The alkaline medium can be aqueous sodium hydroxide solution. The support of the supported palladium catalyst may be calcium carbonate or charcoal. The halogen containing aromatic compound can be, for example, chlorobenzene; 4-chlorotoluene; 4-methoxychlorobenzene; 4-chlorophenol; 4-chlorobenzoic acid; 4-chloro-4'-hydroxybenzophenone; 4-bromobenzoic acid; 4-bromophenol; 2-chlorotoluene; 2-hydroxy-5-chlorobenzoic acid or 2-chloropyridine. Some of the resulting compounds or derivatives thereof are novel, such as 4,4'-bis(4-acetoxybenzoyl) biphenyl, which is useful as an intermediate for preparing polyesters and polyethers.

REFERENCES:
patent: 3979459 (1976-09-01), Rose
patent: 4276226 (1981-06-01), Clement et al.
Chemical Abstracts, vol. 95, 1981, 115039y.
Synthesis, Jul. 1978, pp. 537-538.
Tetrahedron Letters, vol. 26, (1985), No. 13, pp. 1655-1658.
J.C.S. Perkin I, Reactions of Palladium(II) with Organic Compounds, Part III. Reactions of Aromatic Iodides in Basic Media, 1975, pp. 121-25.
JACS, 71(3), 1949, pp. 761, 776-779.

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