A computational study on the self-association of -CN, -NH2, -CH3 and -C(CH3)(3) derivatives of 2-pyrrolidinone

Isin D., Yekeler H.

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, vol.685, pp.117-126, 2004 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 685
  • Publication Date: 2004
  • Doi Number: 10.1016/j.theochem.2004.05.028
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.117-126


2-Pyrrolidinone is a model compound for peptides, proteins and antibiotics. We performed full geometry optimizations for -CN, -NH2, -CH3 and -C(CH3)(3) derivatives of 2-pyrrolidinone and their cyclic and open dimer structures at the HF/6-31G** and B3LYP/6-31G** levels in the gas phase and in water. Additionally, single-point MP2/6-31G** calculations were performed on the HF/6-31G** optimized geometries. The influence of the solvent was examined using the self-consistent reaction field calculations. The effect of the attached groups on the structural properties and the dimerization processes of the 2-pyrrolidinone were discussed. (C) 2004 Elsevier B.V. All rights reserved.