A theoretical and experimental study on the structure and dipole moment of phloroglucinol in ethanol

Journal of Molecular Structure: THEOCHEM

Volumn 673, Issue 1-3, 2004, Pages 231-238

  Rudyk, R ^a   Molina, M A A ^a   Yurquina, A ^a   Gomez M I ^a   Blanco, S E ^b   Ferretti, F H ^b  

^a UNIVERSIDAD NACIONAL DE TUCUMÁN   (Argentina)

^b UNIVERSIDAD NACIONAL DE SAN LUIS   (Argentina)

Author keywords

Ab initio and DFT calculations; Association complexes; Conformations; Dipole moment; Hydrogen bonding; Phloroglucinol

Indexed keywords

ALCOHOL; PHLOROGLUCINOL;

AB INITIO CALCULATION; ARTICLE; CALCULATION; CONFORMATIONAL TRANSITION; DENSITY FUNCTIONAL THEORY; DIELECTRIC CONSTANT; DIPOLE; HYDROGEN BOND; MOLECULAR INTERACTION; STOICHIOMETRY; THEORETICAL MODEL;

EID: 1442274919     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.theochem.2003.11.050     Document Type: Article

References (41)

1. An T.Y., Hu L.H., Chen Z.L., Sim K.Y. Tetrahedron Lett. 43:2002;163-165.
2. Matsuhisa M., Shikishima Y., Takaishi Y., Honda G., Ito M., Takeda Y., Shibata H., Higuti T., Ashurmetov O. J. Nat. Prod. 65:2002;290-294.
3. Ghisalberti E.L. Phytochemistry. 41:1996;7-22.
4. AbdelRahman A.H., Khalil A.M., ElDesoky S.I., Keshk E.M. Chem. Papers-Chem. Zvesti. 53:1999;323-327.
5. Penttila A., Kapadia G.J. J. Pharm. Sci. 54:1965;. 1362-1364.
6. Mathekga A.D.M., Meyer J.J.M., Drewes S. Phytochemistry. 53:2000;93-96.
7. Ishii R., Horie M., Saito K., Arisawa M., Kitanaka S. Biochim. Biophys. Acta. 1568:2001;74-82.
8. Daikonya A., Katsuki S., Wu J.B., Kitanaka S. Chem. Pharm. Bull. (Tokyo). 50:2002;1566-1569.
9. Mohamed A.A., Fawy K.F. Mikrochim. Acta. 134:2000;229-235.
10. Gayathri N., Balasubramanian N. Anal. Lett. 33:2000;3037-3050.
11. Cseh R., Benz R. Biophys. J. 74:1998;1399-1408.
12. Liu R., Mok K.F., Valiyaveettil S. New J. Chem. 25:2001;890-892.
13. Biradha K., Zaworotko M.J. J. Am. Chem. Soc. 120:1998;6431-6432.
14. Mandix K., Colding A., Elming K., Sunesen L., Shim I. Int. J. Quant. Chem. 46:1993;159-170.
15. Spoliti M., Bencivenni L., Quirante J., Ramondo F. J. Mol. Struct. (Theochem.). 390:1997;139-148.
16. Molina M.A.A., Raschi A., Vallejo S., Yamin L., Ferretti F.H. Acta Farm. Bonaerense. 20:2001;109-114.
17. Molina M.A.A., Blanco S.E., Ferretti F.H. J. Mol. Struct. (Theochem.). 582:2002;143-157.
18. Saidman E., Yurquina A., Rudyk R., Molina M.A.A., Ferretti F.H. J. Mol. Struct. (Theochem.). 585:2002;1-13.
19. Buckingham A.D. Aust. J. Chem. 6:1953;93-98.
20. Lide D.R. Handbook of Chemistry and Physics. 78th ed. 1997/1998;CRC Press, New York. pp. 3-66.
21. Fried B., Sherma J. Thin-Layer Chromatography (Chromatographic Science, vol. 81). fourth ed. 1999;Marcel Dekker, USA.
22. Vallejo S., Raschi A., Yurquina A., Rudyk R., Molina M.A.A. An. Asoc. Quim. Argent. 84:1996;585-596.
23. Lau K.S., Mantas A., Chass G.A., Ferretti F.H., Estrada M.R., Zamarbide G., Csizmadia I.G. Can. J. Chem. 80:2002;845-855.
24. Program CS Chem3D 5.0, Molecular Modeling and Analysis, CambridgeSoft Corporation, MA, USA, 2000.
25. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery, Jr., R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G. Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, J.L. Andres, C. Gonzalez, M. Head-Gordon, E.S. Replogle, J.A. Pople, GAUSSIAN 98, Revision A.9 Gaussian, Inc, Pittsburgh PA, 1998.
26. Wong M.W., Wiberg K.B., Frisch M.J. J. Am. Chem. Soc. 114:1992;1645.
27. Miertus S., Tomasi J. Chem. Phys. 65:1982;239.
28. Afkhami A., Khatami H.A. J. Anal. Chem. 56:2001;429-432.
29. Bouchoux G., Defaye D., McMahon T., Likholyot A., Mo O., Yanez M. Chem. -A Eur. J. 8:2002;2900-2909.
30. Dunn T.M., Tembreull R., Lubman D.M. Spectrochim. Acta Part A. 42:1986;899.
31. Humphrey S.J., Pratt D.W. J. Chem. Phys. 99:1993;5078.
32. Gier H., Roth W., Schumm S., Gerhards M. J. Mol. Struct. 610:2002;1-16.
33. Halverstadt I.F., Kumler W.D. J. Am. Chem. Soc. 64:1942;2988-2992.
34. Wallwork S.C., Powell H.M. Acta Crystallogr. 10:1957;48.
35. Ross J.G., Sack R.A. Smith J.W. Electric Dipole Moments. 1955;153 Butterworths, London.
36. Kirchnerova J., Farrell P., Edwards J.T. J. Phys. Chem. 80:1976;1974-1980.
37. Osborn J.A. Phys. Rev. 67:1945;351-354.
38. Delgado J.N., Remers W.A. C.O. Wilson and O. Gisvold's Textbook of Organic Medicinal and Pharmaceutical Chemistry. 10th ed :1998;3-42 Lippincott/Raven Publishers, New York.
39. Martin A., Bustamante P., Chun A.H.C. Physical Chemical Principles in the Pharmaceutical Sciences. 1993;Lea and Febiger, New York. pp. 213-214, 232.
40. Ruff F., Csizmadia I.G. Organic Reactions. Equilibria, Kinetics and Mechanism. 1994;Elsevier, London. p. 295.
41. Jeffrey G.A. An Introduction to Hydrogen Bonding. 1997;Oxford University Press, Oxford. pp. 11-12.