Discontinuous pressure effect upon enantiodifferentiating photosensitized isomerization of cyclooctene

Masayuki Kaneda; Sadayuki Asaoka; Haruhiko Ikeda; Tadashi Mori; Takehiko Wada; Yoshihisa Inoue

doi:10.1039/b202699f

Discontinuous pressure effect upon enantiodifferentiating photosensitized isomerization of cyclooctene

Masayuki Kaneda, Sadayuki Asaoka, Haruhiko Ikeda, Tadashi Mori, Takehiko Wada, Yoshihisa Inoue

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

25 Citations (Scopus)

Abstract

A hydrostatic pressure of up to 750 MPa induced discontinuous changes in the enantiomeric excess of the (E)-isomer obtained in the enantiodifferentiating photoisomerization of (Z)-cyclooctene and (Z, Z)-cycloocta-1,5-diene, sensitized by chiral benzene-1,2,4,5-tetracarboxylates; indicating a switching of the enantiodifferentiation mechanism, which is attributable to dramatic conformational changes of chiral alkoxycarbonyl auxiliaries at a specific pressure.

Original language	English
Pages (from-to)	1272-1273
Number of pages	2
Journal	Chemical Communications
Volume	2
Issue number	12
DOIs	https://doi.org/10.1039/b202699f
Publication status	Published - 2002 Jan 1
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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title = "Discontinuous pressure effect upon enantiodifferentiating photosensitized isomerization of cyclooctene",

abstract = "A hydrostatic pressure of up to 750 MPa induced discontinuous changes in the enantiomeric excess of the (E)-isomer obtained in the enantiodifferentiating photoisomerization of (Z)-cyclooctene and (Z, Z)-cycloocta-1,5-diene, sensitized by chiral benzene-1,2,4,5-tetracarboxylates; indicating a switching of the enantiodifferentiation mechanism, which is attributable to dramatic conformational changes of chiral alkoxycarbonyl auxiliaries at a specific pressure.",

author = "Masayuki Kaneda and Sadayuki Asaoka and Haruhiko Ikeda and Tadashi Mori and Takehiko Wada and Yoshihisa Inoue",

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AU - Kaneda, Masayuki

AU - Asaoka, Sadayuki

AU - Ikeda, Haruhiko

AU - Mori, Tadashi

AU - Wada, Takehiko

AU - Inoue, Yoshihisa

PY - 2002/1/1

Y1 - 2002/1/1

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AB - A hydrostatic pressure of up to 750 MPa induced discontinuous changes in the enantiomeric excess of the (E)-isomer obtained in the enantiodifferentiating photoisomerization of (Z)-cyclooctene and (Z, Z)-cycloocta-1,5-diene, sensitized by chiral benzene-1,2,4,5-tetracarboxylates; indicating a switching of the enantiodifferentiation mechanism, which is attributable to dramatic conformational changes of chiral alkoxycarbonyl auxiliaries at a specific pressure.

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JO - Chemical Communications

JF - Chemical Communications

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Discontinuous pressure effect upon enantiodifferentiating photosensitized isomerization of cyclooctene

Abstract

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