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

doi:10.1039/p29960002563

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

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-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 language	English
Pages (from-to)	2563-2565
Journal	Journal of the Chemical Society. Perkin Transactions 2
Volume	1996
Issue number	12
DOIs	https://doi.org/10.1039/p29960002563
Publication status	Published - 1 Jan 1996

Access to Document

10.1039/p29960002563

Cite this

@article{8baa6a808c90484a92764a238c730488,

title = "The effect of topologically controlled coulombic interactions on the regioselectivity of the reductive cleavage of alkyl phenyl ethers",

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.",

author = "Ugo Azzena and Francisco Casado and Pierfrancesco Fois and Iluminada Gallardo and Luisa Pisano and Jordi Marquet and Giovanni Melloni",

year = "1996",

month = jan,

day = "1",

doi = "10.1039/p29960002563",

language = "English",

volume = "1996",

pages = "2563--2565",

number = "12",

}

The effect of topologically controlled coulombic interactions on the regioselectivity of the reductive cleavage of alkyl phenyl ethers. / Azzena, Ugo; Casado, Francisco; Fois, Pierfrancesco et al.

In: Journal of the Chemical Society. Perkin Transactions 2, Vol. 1996, No. 12, 01.01.1996, p. 2563-2565.

Research output: Contribution to journal › Article › Research › peer-review

TY - JOUR

T1 - The effect of topologically controlled coulombic interactions on the regioselectivity of the reductive cleavage of alkyl phenyl ethers

AU - Azzena, Ugo

AU - Casado, Francisco

AU - Fois, Pierfrancesco

AU - Gallardo, Iluminada

AU - Pisano, Luisa

AU - Marquet, Jordi

AU - Melloni, Giovanni

PY - 1996/1/1

Y1 - 1996/1/1

N2 - 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.

AB - 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.

U2 - 10.1039/p29960002563

DO - 10.1039/p29960002563

M3 - Article

VL - 1996

SP - 2563

EP - 2565

IS - 12

ER -

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

Abstract

Access to Document

Fingerprint

Cite this