Automated Reaction Path Search for Asymmetric Catalytic Reaction: Elucidation of Mechanism and Efficient Analysis by Machine Learning

• HATANAKA Miho

  Institute for Research Initiatives, Graduate School of Materials Science, Data Science Center, Nara Institute of Science and Technology 8916-5 Takayama-cho, Ikoma, Nara 630-0192, Japan. PRESTO, Japan Science and Technology Agency (JST) 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan.

Bibliographic Information

Other Title

• 自動反応経路探索を用いる不斉触媒反応の機構解明と機械学習による効率的解析

Abstract

The mechanism of enantioselectivity of the asymmetric aldol reaction catalyzed by Zn (II) complex was discussed based on the transition states (TSs) of the stereo-determining C−C bond formation step. To gather the TSs of the stereo-determining step exhaustively, an automated reaction path search method, called the artificial force induced reaction (AFIR) method, was applied. Though the obtained TSs reproduced the stereoselective ratio, it was difficult to extract the key information for the enantioselectivity. To analyze such TS structures efficiently, the automated clustering of the TSs by using the K−Means++ method, which was one of the unsupervised learning methods, was helpful.

Journal

• Journal of Computer Chemistry, Japan

  Journal of Computer Chemistry, Japan 16 (5), 163-164, 2017

  Society of Computer Chemistry, Japan

Keywords

• Asymmetric reaction
• Chiral catalyst
• Global Reaction Route Mapping (GRRM)
• Density functional theory (DFT)
• Unsupervised learning

Details

• CRID: 1390001205179892992
• NII Article ID: 130006647015
• DOI: 10.2477/jccj.2017-0065
• ISSN: 13473824
• ISSN: 13471767
• Web Site: https://www.jstage.jst.go.jp/article/jccj/16/5/16_2017-0065/_pdf
• Text Lang: ja
• Data Source:
  • JaLC
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed