Electronic and vibrational circular dichroism spectra of (R)-(-)-apomorphine

Chemical Physics

Volumn 405, Issue , 2012, Pages 197-205

  Abbate, Sergio ^a,b   Longhi, Giovanna ^a,b   Lebon, France ^a,b   Tommasini, Matteo ^c  

^a UNIVERSITY OF BRESCIA   (Italy)

^b CNISM   (Italy)

^c POLITECNICO DI MILANO   (Italy)

Author keywords

Apomorphine; Density functional theory (DFT) calculations; Electronic circular dichroism (ECD); Intramolecular hydrogen bond; Solvent effects; Vibrational circular dichroism (VCD)

Indexed keywords

EID: 84866100035     PISSN: 03010104     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphys.2012.07.006     Document Type: Article

References (37)

1. J.L. Neumeyer, B.R. Neustadt, and K.K. Weinhardt J. Pharm. Sci. 59 1970 1850
2. W.S. Saari, and S.W. King J. Med. Chem. 16 1973 171
3. E. Grünblatt, S. Mandel, G. Maor, and M.B.H. Youdim J. Neurochem. 77 2001 146
4. J.L. Neumeyer, D. Reischig, G.W. Arana, A. Campbell, R.J. Baldessarini, N.S. Kula, and K.J. Watling J. Med. Chem. 26 1983 516
5. G. Fanali, V. Rampoldi, A. di Masi, A. Bolli, L. Lopiano, P. Ascenzi, and M. Fasano IUBMB Life 62 2010 371
6. B. Ringdahl, R.P.K. Chan, J.C. Craig, M.P. Cava, and M. Shamma J. Nat. Prod. 44 1981 80
7. A. Lucotti, M. Casella, M. Tommasini, F. Gramatica, E. Di Fabrizio, and G. Zerbi J. Raman Spectrosc. 40 2009 2074
8. P.J. Stephens, F.J. Devlin, and J.-J. Pan Chirality 20 2008 643
9. L.A. Nafie Vibrational Optical Activity, Principles and Applications 2011 John Wiley and Sons New York
10. T.A. Keiderling N. Berova, K. Nakanishi, R. Woody, Circular Dichroism Principles and Applications second ed. 2000 Wiley-VCH New York 621 (Chapter 22)
11. H.-Z. Tang, B.M. Novak, J. He, and P.L. Polavarapu Angew. Chem. Int. Ed. 44 2005 7298
12. C. Uncuta, E. Bartha, D. Gherase, F. Teodorescu, C. Draghici, D. Cavagnat, N. Daugey, D. Liotard, and T. Buffeteau Chirality 22 2010 E115
13. V.P. Nicu, and E.J. Baerends Phys. Chem. Chem. Phys. 11 2009 6107
14. T. Kuppens, P. Bultinck, and W. Langenaeker Drug Discovery Today: Technologies 1 2004 269
15. M. Urbanová, V. Setnicka, F.J. Devlin, and P.J. Stephens J. Am. Chem. Soc. 127 2005 6700
16. T. Taniguchi, and K. Monde J. Am. Chem. Soc. 134 2012 3695
17. G. Longhi, R. Gangemi, F. Lebon, E. Castiglioni, S. Abbate, V.M. Pultz, and D.A. Lightner J. Phys. Chem. A 108 2004 5338
18. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, 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, C. Gonzalez, J.A. Pople, Gaussian 09, Gaussian, Inc., Pittsburgh, PA, 2009.
19. P.J. Stephens J. Phys. Chem. 89 1985 748
20. A.D. Buckingham, P.W. Fowler, and P.A. Galwas Chem. Phys. 112 1987 1
21. P.J. Stephens, F.J. Devlin, C.F. Chabalowski, and M.J. Frisch J. Phys. Chem. 101 1997 9912
22. G. Scalmani, and M.J. Frisch J. Chem. Phys. 132 2010 114110
23. J. Tomasi, B. Mennucci, and R. Cammi Chem. Rev. 105 2005 2999
24. J. Giesecke Acta Cryst. B29 1973 1785
25. C. Reichardt Solvent & Solvent Effects in Organic Chemistry 1988 VCH Weinheim
26. A.T.M. Serajuddin Adv. Drug Deliv. Rev. 59 2007 603
27. F. Furche, R. Ahlrichs, C. Wachsmann, E. Weber, A. Sobank, F. Vögtle, and S. Grimme J. Am. Chem. Soc. 122 2000 1717
28. T. Yanai, D.P. Tew, and N.C. Handy Chem. Phys. Lett. 393 2004 51
29. P. Zhang, and P.L. Polavarapu J. Phys. Chem. A 111 2007 858
30. V.P. Nicu, M. Heshmat, and E.J. Baerends Phys. Chem. Chem. Phys. 13 2011 8811
31. D.A. Young, T.B. Freedman, E.D. Lipp, and L.A. Nafie J. Am. Chem. Soc. 108 1986 7255
32. T.B. Freedman, X. Cao, D.A. Young, and L.A. Nafie J. Phys. Chem. A 106 2002 3560
33. M. Tommasini, A. Lucotti, and G. Zerbi J. Raman Spectrosc. 42 2011 1207
34. E.B. Wilson Jr., J.C. Decius, and P.C. Cross Molecular Vibrations 1955 McGraw-Hill New-York
35. G. Herzberg Molecular Spectra and Molecular Structure ninth ed. Infrared and Raman Spectra of Polyatomic Molecules vol. II 1960 D. Van Nostrand Company, Inc. Princeton, New Jersey
36. R.N. Jones, and C. Sandorfy Technique of Organic Chemistry A. Weissberger, Chemical Applications of Spectroscopy vol. IX 1956 Interscience New-York
37. S. Abbate, L.F. Burgi, E. Castiglioni, F. Lebon, G. Longhi, E. Toscano, and S. Caccamese Chirality 21 2009 436