A. G. Pacheco, V. C. Abreu, H. A. Abreu
Jun 1, 2012
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6
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Journal
Structural Chemistry
Abstract
Aristolactam AII (1) and aristolochic acid I (2) were employed as examples in choosing the most suitable theoretical methodology for computing carbon chemical shifts (CalcδC) and for the structural elucidations of aristolactams and aristolochic acids. Geometries of 1 and 2 optimized using HF, BLYP, B3LYP, and PBE methods and 6-311++G** basis set were subjected to δC calculations and the calculated chemical shifts obtained were correlated with their 13C NMR data. Different possibilities were considered (in the gaseous phase, model PCM (DMSO), and for dimeric systems 1-1 and 2-2), and an explicit solvent (DMSO) model employing BLYP/6-31G* calculations was determined to be the most efficient (R2 = 0.99631 and 0.97713, for 1 and 2, respectively).