Stereoelectronic control of the regioselectivity of both electrophilic and nucleophilic substitution of η6-(1,1-dimethylindane) tricarbonylchromium(0)

W. Roy Jackson, Ian D. Rae, Margaret G. Wong, Martin F. Semmelhack, John N. Garcia

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Abstract

η6-(1,1-Dimethylindane)tricarbonylchromium(0) reacts with the nucleophile LiC(Me)2CN at C-5, a position eclipsed by a metal carbonyl bond in the preferred conformation of the molecule, and at C-6 and C-4, positions not eclipsed by metal carbonyl bonds with the electrophile MeCO +, confirming that stereoelectronic effects can dominate the regioselectivity of substitution of arenetricarbonylchromium complexes where the tricarbonylchromium unit adopts a highly preferred conformation.

Original languageEnglish
Pages (from-to)1359-1360
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number23
DOIs
Publication statusPublished - 1 Jan 1982

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