Electronic structure of porphyrins with electronegative substituents
- 41 Downloads
Using the MO LCAO method in Hückel's approximation, the π-electronic charges and the bond orders of porphyrins containing ethoxycarbonyl and methyl substituents in the β-positions have been calculated. A correlation has been observed between the frequencies of stretching vibrations of the C=O groups in the IR spectra and the orders of their bonds. Changes in the chemical shifts of the protons of the methyl groups with the introduction of ethoxycarbonyl substituents agree with the changes in the π-electron charges.
KeywordsMethyl Organic Chemistry Chemical Shift Porphyrin Bond Order
Unable to display preview. Download preview PDF.
- 1.V. N. Mamaev, G. V. Ponomarev, and R. P. Evstigneeva, KhGS [Chemistry of Heterocyclic Compounds], 3, 861, 1967.Google Scholar
- 2.V. M. Mamaev, G. V. Ponomarev, and R. P. Evstigneeva, KhGS [Chemistry of Heterocyclic Compounds], 4, 265, 1968.Google Scholar
- 3.B. Pullman and A. Pullman, Quantum Biochemistry [Russian translation], Moscow, 1965.Google Scholar
- 4.C. A. Coulson and H. C. Longuet-Higgins, Proc. Roy. Soc., A 193, 447, 1948.Google Scholar
- 5.G. Berthier, B. Pullman, and J. Pontis, J. Chim. Phys., 49, 367, 1952.Google Scholar
- 6.J. Baudet, G. Berthier, and B. Pullman. J. Chim. Phys., 54, 282, 1957.Google Scholar
- 7.M. L. Josien and J. Deschamps, J. Chim. Phys., 52, 213, 1955.Google Scholar
- 8.A. D. Buckingham, Canad. J. Chem., 38, 300, 1960.Google Scholar
- 9.G. Fraenkel, R. E. Carter, A. McLachlan, and J. H. Richards, J. Am. Chem. Soc., 82, 5846, 1966.Google Scholar
- 10.H. Spiesecke and W. G. Schneider, Tetrah. Lett., 468, 1961.Google Scholar
- 11.C. Maclean, and E. L. Mackor, Mol. Phys., 4, 241, 1961.Google Scholar