Quantitative structure-activation barrier relationship modeling for Diels-Alder ligations utilizing quantum chemical structural descriptors.

ABSTRACT:

Background

In the present study, we show the correlation of quantum chemical structural descriptors with the activation barriers of the Diels-Alder ligations. A set of 72 non-catalysed Diels-Alder reactions were subjected to quantitative structure-activation barrier relationship (QSABR) under the framework of theoretical quantum chemical descriptors calculated solely from the structures of diene and dienophile reactants. Experimental activation barrier data were obtained from literature. Descriptors were computed using Hartree-Fock theory using 6-31G(d) basis set as implemented in Gaussian 09 software.

Results

Variable selection and model development were carried out by stepwise multiple linear regression methodology. Predictive performance of the quantitative structure-acti

SUBMITTER: Nandi S 

PROVIDER: S-EPMC4176756 | biostudies-literature | 2013 Oct

REPOSITORIES: biostudies-literature