Charge transfer complexes of N-substituted 2-pyrrolidinones |
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| Affiliation: | 1. Lipids Laboratory (LIM10), Faculty of Medical Sciences of the University of Sao Paulo, São Paulo, Brazil;2. Emergency Care Research Unit Laboratory (LIM51), Faculty of Medical Sciences of the University of Sao Paulo, São Paulo, Brazil;3. Laboratory of Nutritional Genomics (LabGeN), School of Applied Science, University of Campinas (UNICAMP), Limeira, São Paulo, Brazil;4. Department of Biochemical and Pharmaceutical Technology, Faculty of Pharmaceutical Sciences, University of Sao Paulo, São Paulo, Brazil;5. Laboratory of Cell Biology (LIM59), Department of Pathology, Faculty of Medical Sciences of the University of Sao Paulo, São Paulo, Brazil;6. Albert Einstein Faculty of Health Sciences, São Paulo, Brazil;1. Laboratoire d''Océanologie et de Géosciences (LOG), ULCO, 62930 Wimereux, France;2. Laboratoire de Toxicologie et d''Hydrologie (LTH), UCAD, 5005 Dakar, Sénégal;3. Centre Universitaire de Mesure et d''Analyse (CUMA), Université de Lille, 59006, France |
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| Abstract: | The complex formation of 1-ethyl-2-pyrrolidinone, 1-benzyl-2-pyrrolidinone and 1-phenyl-2-pyrrolidinone with iodine, iodine monobromide and iodine monochloride has been studied by u.v. and visible spectroscopic methods in carbon tetrachloride, dichloromethane, 1,2-dichloroethane, n-heptane and cyclohexane. The results show the equilibrium constants (K), complexation enthalpies (ΔH) and the wavelengths of maximum absorption bands (λmax) of the complexes to vary markedly with the solvent. The decrease in the K values with increasing acceptor number (AN) of the solvent may be due to the competition of the solvent and the halogen molecule for the amide; for halogenated hydrocarbon solvents can act as weak electron acceptors. The complex formation ability of the electron donors decreases in the order 1-ethyl-2-pyrrolidinone ⪢ 1-benzyl-2-pyrrolidinone ⪢ 1-phenyl-2-pyrrolidinone, and the electron acceptor properties decrease in the order iodine monochloride ⪢ iodine monobromide ⪢ iodine. |
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