A new perspective on the mechanism of asymmetric amplification

Kouichi Asakura; Tetsuya Yamamoto; Sawako Inoue; Shuichi Osanai; Dilip K. Kondepudi; Tomohiko Yamaguchi

doi:10.1016/j.cplett.2005.03.009

A new perspective on the mechanism of asymmetric amplification

Kouichi Asakura, Tetsuya Yamamoto, Sawako Inoue, Shuichi Osanai, Dilip K. Kondepudi, Tomohiko Yamaguchi

Department of Applied Chemistry

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

8 Citations (Scopus)

Abstract

A mechanism of asymmetric amplification, i.e., chemical reaction in which enantiomeric excess, ee, of a product is higher than that of chiral auxiliary for catalyst, was investigated. The reaction rate and the ee of the product differed significantly when the order of reagent addition was changed. A kinetic model formulated to explain this phenomenon predicted that the ee of the product should vary during the reaction. Our experimental investigation indeed found the variation of ee predicted by this theoretical model. There has been no previous report observing such a variation in ee during asymmetric amplification and a different ee produced by changing the order of reagent addition.

Original language	English
Pages (from-to)	312-317
Number of pages	6
Journal	Chemical Physics Letters
Volume	406
Issue number	4-6
DOIs	https://doi.org/10.1016/j.cplett.2005.03.009
Publication status	Published - 2005 May 2

ASJC Scopus subject areas

Physics and Astronomy(all)
Physical and Theoretical Chemistry

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10.1016/j.cplett.2005.03.009

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title = "A new perspective on the mechanism of asymmetric amplification",

abstract = "A mechanism of asymmetric amplification, i.e., chemical reaction in which enantiomeric excess, ee, of a product is higher than that of chiral auxiliary for catalyst, was investigated. The reaction rate and the ee of the product differed significantly when the order of reagent addition was changed. A kinetic model formulated to explain this phenomenon predicted that the ee of the product should vary during the reaction. Our experimental investigation indeed found the variation of ee predicted by this theoretical model. There has been no previous report observing such a variation in ee during asymmetric amplification and a different ee produced by changing the order of reagent addition.",

author = "Kouichi Asakura and Tetsuya Yamamoto and Sawako Inoue and Shuichi Osanai and Kondepudi, {Dilip K.} and Tomohiko Yamaguchi",

note = "Funding Information: We thank Grants-in-Aid for Scientific Research (C) from Japan Society for Promotion of Science (4830) and for the 21st Century COE program {\textquoteleft}Keio Life Conjugate Chemistry{\textquoteright} from the Ministry of Education, Culture, Sports, Science and Technology, Japan for supporting this work.",

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T1 - A new perspective on the mechanism of asymmetric amplification

AU - Asakura, Kouichi

AU - Yamamoto, Tetsuya

AU - Inoue, Sawako

AU - Osanai, Shuichi

AU - Kondepudi, Dilip K.

AU - Yamaguchi, Tomohiko

N1 - Funding Information: We thank Grants-in-Aid for Scientific Research (C) from Japan Society for Promotion of Science (4830) and for the 21st Century COE program ‘Keio Life Conjugate Chemistry’ from the Ministry of Education, Culture, Sports, Science and Technology, Japan for supporting this work.

PY - 2005/5/2

Y1 - 2005/5/2

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AB - A mechanism of asymmetric amplification, i.e., chemical reaction in which enantiomeric excess, ee, of a product is higher than that of chiral auxiliary for catalyst, was investigated. The reaction rate and the ee of the product differed significantly when the order of reagent addition was changed. A kinetic model formulated to explain this phenomenon predicted that the ee of the product should vary during the reaction. Our experimental investigation indeed found the variation of ee predicted by this theoretical model. There has been no previous report observing such a variation in ee during asymmetric amplification and a different ee produced by changing the order of reagent addition.

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A new perspective on the mechanism of asymmetric amplification

Abstract

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