Ab initio and infrared spectral study of 4′-substituted phenylthiolbenzoates

• Autorzy: Bojidarka Ivanova , Michail Arnaudov
• Języki publikacji: EN

Abstrakty

EN

The geometry of the 4′-cyano-(4′-CNPTB) and the 4′-methoxy-(4′-MePTB) phenylthiolbenzoates were obtained by ab initio calculations employing 6–31G basis set at Hartee-Fock level of theory. The results predict an extended form of the molecules and torsional angle between the phenyl rings at 90.85(6)0 and 90.87(3)0, respectively. On the basis of vibrational analysis the frequency assignment was carried out. The calculated frequencies were compared with the experimental IR spectral data in carbon tetrachloride, carbon disulfide solutions and in solid state.

Słowa kluczowe

EN

4′-substituted phenylthiolbenzoates; Ab initio calculations; Stereo structure; Vibrational analysis; IR spectral study

• Czasopismo: Open Chemistry
• Rocznik: 2003
• Tom: 1
• Numer: 2
• Strony: 98-107

Daty

wydano

2003-06-01

online

2003-06-01

Twórcy

autor

Bojidarka Ivanova

• Department of Chemistry, University of Sofia, 1164, Sofia, Bulgaria,

autor

Michail Arnaudov

• Department of Chemistry, University of Sofia, 1164, Sofia, Bulgaria

Bibliografia

• [1] M. Arnaudov, M. Rogojerov, L. Prangova: “IR-spectral study of 4′-substituted phenylthiolbenzoates in solution”, Spectroscopy Letters, Vol. 30, (1997), pp. 149–161.
• [2] L. Onsager: “Electric moments of molecules in liquids”, Journal American Chemical Socsiety, Vol. 58, (1936), pp. 1486–1493. http://dx.doi.org/10.1021/ja01299a050[Crossref]
• [3] R.J. Abraham and E.I. Bretschneider: “Medium Effects on Rotational and Conformational Equilibriums”, In: W.J. Orwill-Thomas (Ed.): Internal Rotation in Molecules, John Wiley & Sons, London-New York-Sidney-Toronto, 1974, Chap. 13.3.
• [4] M. Arnaudov, B.B. Ivanova, L. Prangova: “Linear-dichroic infrared spectral and theoretical analysis of phenyltiolbenzoate”, Bulletin of the Chemists and Technologists of Macedonia, Vol. 21, (2002), pp. 151–155.
• [5] T. Helgaker, H.J.Aa. Jensen, P. Jørgensen, J. Olsen, K. Ruud, H. Ågren, A.A. Auer, K.L. Bak, V. Bakken, O. Christiansen, S. Coriani, P. Dahle, E.K. Dalskov, T. Enevoldsen, B. Fernandez, C. Hättig, K. Hald, A. Halkier, H. Heiberg, H. Hettema, D. Jonsson, S. Kirpekar, R. Kobayashi, H. Koch, K.V. Mikkelsen, P. Norman, M.J. Packer, T.B. Pedersen, T.A. Ruden, A. Sanchez, T. Saue, S.P.A. Sauer, B. Schimmelpfennig, K.O. Sylvester-Hvid, P.R. Taylor, O. Vahtras: Dalton, a molecular electronic structure program, Release 1.2, 2001.
• [6] W. Haase, H. Paulus, I.H. Ibrahim: “X-ray and thermoanalytical investigation of two isomeric n-pentylphenyl cyano-thiolbenzoates”, Molecular Crystals and Liquid Crystals, Vol. 107, (1984) pp. 377–389.
• [7] G. Jovanovski, B. Soptrajanov, B. Kaitner, L. Prangova: “Structural studies of some o-substituted S-phenyl thiobenzoates. I. Crystal structure of S-phenyl o-chlorothiobenzoate and S-phenyl o-bromothiobenzoate”, Journal of Crystallographic Spectroscopic Research, Vol. 23, (1993), pp. 49–53. http://dx.doi.org/10.1007/BF01161287[Crossref]
• [8] P. Venkoji: “Vibrational spectra of monosubstituted benzaldehydes-0-ethoxy-, p-ethoxy-, p-carboxy- and p-cyanobenzaldehydes”, Spectrochimica Acta, Vol. 42A, (1986), pp. 1301–1305.
• [9] W. Balfour: “The vibrational spectrum of anisole”, Spectrochimica Acta, Vol. 39A, (1983), pp. 795–800.
• [10] A.S. Davydov: Theory of Molecular Ecitones, Science, Moscow, 1968.
• [11] H. Poulet and J.P.- Mathieu: Spectres de Vobration et Symetrie des Cristaux, Gondon and Breach, Paris, 1970.
• [12] G. Varsanyi: Vibrational spectra of benzene derivatives, Akademia Kiado, Budapest, 1969.
• [13] N. Roeges: A Guide to the Complete Interpretation of Infrared Spectra of Organic Structures, J. Wiley, N.Y., 1993.
• [14] R.A. Nyquist and W.J. Potts: “Characteristic infrared absorption frequencies of thiol esters and related compounds”, Spectrochimica Acta, Vol. 7, (1959), pp. 514–538. http://dx.doi.org/10.1016/S0371-1951(59)80348-9[Crossref]

Identyfikatory

DOI

10.2478/BF02479262