The stereochemistry of organometallic compounds. XXVII nucleophilic and electrophilic substitution reactions of conformationally restricted arenechromium compounds

Abstract

The regioselectivity of reaction of tricarbonyl (1,1- dimethylindane )chromium with selected electrophiles and nucleophiles has been shown to be influenced by the preferred conformation of the tricarbonylchromium group. Nucleophiles preferentially react at carbon atoms eclipsed by a chromium-carbonyl bond and electrophiles at carbon atoms in staggered positions. When similar reactions were attempted with some chelated arenechromium dicarbonyl phosphorus compounds only low yields of substitution products were obtained.