A Theoretical Study of Neighboring-Group Participation in Thione-to-Thiol Rearrangement of Xanthates. Molecular Orbital Calculation Using a Conductor-Like Screening Model (COSMO) Approach
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概要
- 論文の詳細を見る
The transition structures of the thione-to-thiol rearrangement of O-(2-dimethylaminoethyl and 2-methylthio-) S-methyl xanthates in several solvents were located by semiempirical molecular orbital method (PM3) using the conductor-like screening model (COSMO) approach. Each transition state transforms into the ion-pair intermediate with a three-membered ring structure (aziridinium or thiiranium), indicating that the rearrangement proceeds through an ionic intermediate with the anchimeric assistance of the neighboring group. The intermediary structures in gas phase are also analyzed by ab initio and density functional theory calculations.
- 公益社団法人日本薬学会の論文
- 2001-11-01
著者
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Yoshitake Yasuyuki
Faculty of Pharmaceutical Sciences, Sojo University
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Nakagawa Hidetoshi
Faculty Of Pharmaceutical Sciences Kumamoto University
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Nakagawa H
Mukogawa Women's Univ. Nishinomiya Jpn
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Nagoshi Hiroshi
Second Department Of Internal Medicine Graduate School Of Medicine The University Of Tokyo
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Harano K
Fac. Of Phamaceutical Sciences Sojo Univ.
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Harano Kazunobu
Faculty Of Pharmaceutical Sciences Kumamoto University
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Nakagawa Hiroshi
Graduate School Of Pharmaceutical Sciences The University Of Tokyo
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Yoshitake Yasuyuki
Faculty of Phamaceutical Sciences, Sojo University
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Harano Kazunobu
Faculty of Phamaceutical Sciences, Sojo University
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