Chem. J. Chinese Universities ›› 2012, Vol. 33 ›› Issue (07): 1413.doi: 10.3969/j.issn.0251-0790.2012.07.009

• Analytical Chemistry • Previous Articles     Next Articles

Prediction of Enantiomeric Excess in Asymmetric Reaction

ZHANG Qing-You1, ZHANG Dan-Dan1, SUO Jing-Jie1, LI Jing-Ya1, LONG Hai-Lin1, XU Lu2   

  1. 1. Institute of Environmental and Analytical Sciences, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China;
    2. Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
  • Received:2011-11-15 Online:2012-07-10 Published:2012-07-10

Abstract: In order to assist enantioselective catalyst screening for asymmetric hydrogen transfer to acetophenone, the model of quantitative structure-activity relationship between the enantiomeric excesses(e.e.) of the products and the structures of the catalysts was constructed. The chiral catalysts can be synthesized by chiral amino alcohol and metal complex precursor, thus, the chiral catalysts were represented by the combination of conformation-independent chirality codes or conformation-dependent chirality codes which were derived from the structures of chiral amino alcohols and indictor variables which were used to distinguish metal complex precursor. The variables selection was performed by genetic algorithm, and then the mathematics model was built by Random Forest to make prediction of e.e. A correlation coefficient of R2=0.769 was obtained for the test set, and the result of out-of-bag(OOB) cross-validation of the whole dataset was R2 =0.785.

Key words: Asymmetric catalysis, Enantiomeric excess, Chiral catalyst, Conformation-independent chirality code, Conformation-dependent chirality code

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