The Reaction Between Certain Organometallic Reagents and Benzanthrone

Author:

Allen C. F. H.

Abstract

The action of certain organometallic reagents upon benzanthrone (7H-benz[de]anthracene-7-one) has been further investigated. Some of the components were identified, and the nature of hitherto unknown compounds was deduced. Phenylmagnesium chloride in tetrahydrofuran gave nearly double the yield of crystallizable products. The primarily-formed enol, formed by 1,4-addition and related to the principal product, 6-phenylbenzanthrone, was isolated and identified. In the presence of cuprous and cobaltous chlorides unexpected products were indicated. The formation of 3-phenylbenzanthrone is assumed to be the result of a 1,8-addition. Phenyllithium gave all the above and many others. Among them was the carbinol, formed by 1,2-addition, and a new hydrocarbon, 7-phenyl-7H-benzanthrene.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

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