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1,8-Anthracenediethynylbis(catechol-boronate): a Bidentate Lewis Acid on a Novel Framework.

01 January 1989

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The high yield of 1,8-diethynylanthracene (4) in two convenient steps from 1,8 dichloroanthracene is reported. Lithiation of 4 followed by boronation with catecholboron chloride affords the title compound 1. Adducts of 1 with Lewis basic heterocycles were observed in solution by NMR, and evidence for a bridged structure for the complex of 1 with 5-methylpyrimidine is presented. Compound 1 is the first rigid diboron receptor for dibasic guests.