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

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Resum

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.
Idioma originalAnglès
Pàgines (de-a)2563-2565
RevistaJournal of the Chemical Society. Perkin Transactions 2
Volum1996
Número12
DOIs
Estat de la publicacióPublicada - 1 de gen. 1996

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