The effect of topologically controlled coulombic interactions on the regioselectivity of the reductive cleavage of alkyl phenyl ethers

Ugo Azzena, Francisco Casado, Pierfrancesco Fois, Iluminada Gallardo, Luisa Pisano, Jordi Marquet, Giovanni Melloni

Research output: Contribution to journalArticleResearchpeer-review

13 Citations (Scopus)

Abstract

The importance of electrostatic effects in the chemical evolution of charged intermediates of the radical anion type is demonstrated. Thus, the regioselectivity of the electron transfer-induced reductive cleavage of alkyl 2,6-diphenylphenyl ethers and alkyl 2,6-dimethoxyphenyl ethers is completely reversed when a positive charge is placed in a controlled manner near the alkyl ether bond.
Original languageEnglish
Pages (from-to)2563-2565
JournalJournal of the Chemical Society. Perkin Transactions 2
Volume1996
Issue number12
DOIs
Publication statusPublished - 1 Jan 1996

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