Volume 12, Issue 5-6 pp. 548-550

Full Paper

Thermodynamic and kinetic properties of trans-3,4,5,6-tetramethyl-9,10-dihydroxy-9,10-dihydrophenanthrene: Pseudo-rotational barriers around biphenyl axis

Hirohisa Kato,

Hirohisa Kato

Department of Chemistry, Tokyo Institute of Technology, and CREST, Japan Science and Technology (JST), Tokyo, Japan

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Ken Ohmori,

Ken Ohmori

Department of Chemistry, Tokyo Institute of Technology, and CREST, Japan Science and Technology (JST), Tokyo, Japan

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Keisuke Suzuki,

Corresponding Author

Keisuke Suzuki

Department of Chemistry, Tokyo Institute of Technology, and CREST, Japan Science and Technology (JST), Tokyo, Japan

Department of Chemistry, Tokyo Institute of Technology, and CREST, Japan Science and Technology (JST), O-okayama, Meguro-ku, Tokyo 152-8551, JapanSearch for more papers by this author

Hirohisa Kato,

Hirohisa Kato

Department of Chemistry, Tokyo Institute of Technology, and CREST, Japan Science and Technology (JST), Tokyo, Japan

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Ken Ohmori,

Ken Ohmori

Department of Chemistry, Tokyo Institute of Technology, and CREST, Japan Science and Technology (JST), Tokyo, Japan

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Keisuke Suzuki,

Corresponding Author

Keisuke Suzuki

Department of Chemistry, Tokyo Institute of Technology, and CREST, Japan Science and Technology (JST), Tokyo, Japan

Department of Chemistry, Tokyo Institute of Technology, and CREST, Japan Science and Technology (JST), O-okayama, Meguro-ku, Tokyo 152-8551, JapanSearch for more papers by this author

First published: 19 May 2000

https://doi.org/10.1002/(SICI)1520-636X(2000)12:5/6<548::AID-CHIR44>3.0.CO;2-W

Citations: 5

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Abstract

The thermodynamic and kinetic properties of trans-3,4,5,6-tetramethyl-9,10-dihydro-9,10-dihydroxyphenanthrene (4) and its derivatives were studied. The equilibrium ratios of two the possible conformers (4eq, 4ax) were measured in various solvents, where consistently the equatorial conformers proved to be more stable than those of the corresponding axial counterparts. The activation barriers (ΔG‡) for the conformational change, 4ax→4eq, were roughly estimated to be ca. 26 kcal mol⁻¹ at 298 K in various solvents. Chirality 12:548–550, 2000. © 2000 Wiley-Liss, Inc.

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Citing Literature

Volume12, Issue5-6

SPECIAL COMMEMORATIVE ISSUE HONORING PROFESSOR RYOJI NOYORI

2000

Pages 548-550

Thermodynamic and kinetic properties of trans-3,4,5,6-tetramethyl-9,10-dihydroxy-9,10-dihydrophenanthrene: Pseudo-rotational barriers around biphenyl axis

Abstract

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Thermodynamic and kinetic properties of trans-3,4,5,6-tetramethyl-9,10-dihydroxy-9,10-dihydrophenanthrene: Pseudo-rotational barriers around biphenyl axis

Abstract

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