Chinese Journal of Magnetic Resonance ›› 2006, Vol. 23 ›› Issue (2): 241-246.

• Articles • Previous Articles     Next Articles

Estimation and Prediction of 13C Chemical Shifts of Saturated Ketones: A Quantitative Structure-Spectrum Relationship Study

  

  1. 1.College of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044; 
    2.Key Laboratory of Biomedical Engineering of Educational Ministry and Chongqing City, Chongqing 400044
  • Received:2005-10-11 Revised:2005-12-09 Published:2006-06-05 Online:2006-06-05
  • Supported by:

    霍英东基金[1998-7-6],国家春晖计划教育部启动基金[1999-1-4/38]及重庆大学创新基金[2003-5-6]资助项目.

Abstract:

A multiple linear regression model for calculating 13C chemical shifts in saturated ketones from the structural indices namely the atomic electronegative interaction (AEIV) vector and the atomic hybridation state index (HSI) was established using the 13C chemical shifts of 153 carbon atoms in 55 saturated alphatic ketones as the training set. The estimation correlation coefficient (R) and the standard deviation (SD) of molecular modeling (MM) were RMM=0.997 and SDMM=7.155, respectively. Leave-one-out (LOO) cross-validation (CV) was used to measure the prediction capability of the model, resulting in a correlation coefficient (RCV) of 0.993 and a standard deviation (SDCV) of 10.195.  Furthermore, the validity of this method was tested using the 13C chemical shifts of three sets of saturated ketones selected randomly as the test sets, resulting in correlation coefficients of 0.996, 0.996 and 0.999, respectively. The results show that the model based on AEIV and HSI can be used to predict 13C chemical shifts in saturated ketones satisfactorily and with sufficient stability. 

Key words: atomic electronegativity interaction vector,  13C chemical shift, NMR, saturated ketones, quantitative structure spectroscopy relationship

CLC Number: