Solvent switching of stereoselectivity in [4 + 4] photocyclodimerization of 2-anthracenecarboxylic acid

Jun Ichi Mizoguchi; Takehiko Wada; Yoshihisa Inoue

doi:10.1246/cl.2006.738

Solvent switching of stereoselectivity in [4 + 4] photocyclodimerization of 2-anthracenecarboxylic acid

Jun Ichi Mizoguchi, Takehiko Wada, Yoshihisa Inoue

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

4 Citations (Scopus)

Abstract

Stereochemistry of the major photocyclodimer is switched from 52% anti-head-to-head to 51% anti-head-to-tail among the four stereoisomers produced upon irradiation of 2-anthracenecarboxylic acid at low temperatures by changing the solvent from dichloromethane to methanol, through a critical control of the hydrogen bonding and dipole-dipole interactions.

Original language	English
Pages (from-to)	738-739
Number of pages	2
Journal	Chemistry Letters
Volume	35
Issue number	7
DOIs	https://doi.org/10.1246/cl.2006.738
Publication status	Published - 2006 Jul 5
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.2006.738

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title = "Solvent switching of stereoselectivity in [4 + 4] photocyclodimerization of 2-anthracenecarboxylic acid",

abstract = "Stereochemistry of the major photocyclodimer is switched from 52% anti-head-to-head to 51% anti-head-to-tail among the four stereoisomers produced upon irradiation of 2-anthracenecarboxylic acid at low temperatures by changing the solvent from dichloromethane to methanol, through a critical control of the hydrogen bonding and dipole-dipole interactions.",

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AU - Wada, Takehiko

AU - Inoue, Yoshihisa

PY - 2006/7/5

Y1 - 2006/7/5

N2 - Stereochemistry of the major photocyclodimer is switched from 52% anti-head-to-head to 51% anti-head-to-tail among the four stereoisomers produced upon irradiation of 2-anthracenecarboxylic acid at low temperatures by changing the solvent from dichloromethane to methanol, through a critical control of the hydrogen bonding and dipole-dipole interactions.

AB - Stereochemistry of the major photocyclodimer is switched from 52% anti-head-to-head to 51% anti-head-to-tail among the four stereoisomers produced upon irradiation of 2-anthracenecarboxylic acid at low temperatures by changing the solvent from dichloromethane to methanol, through a critical control of the hydrogen bonding and dipole-dipole interactions.

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Solvent switching of stereoselectivity in [4 + 4] photocyclodimerization of 2-anthracenecarboxylic acid

Abstract

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