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ChemInform Abstract

Bisarylation of aromatic aldehydes bearing electron-donating substituents [e.g. (I)] by phenolates is suitable for electron-rich phenols and provides a regiospecific route to 2,2′-dihydroxytriphenylmethanes such as (III) and (VI). This arylation procedure is extended to naphthaldehydes and pyridine carboxaldehydes to prepare bisphenols like (VIII), but in low yield. However, sonication leads to better yields. Reaction of naphthaldehyde (VIIb) with methoxyphenolate (IX) in dichloromethane fails, but replacement of the solvent or sonication gives the desired bisarylation product (X) in low yield.