Solute-solvent interactions in solutions of solvatochromic phenoxides: A dynamics simulation study

Journal of Solution Chemistry

Volumn 38, Issue 3, 2009, Pages 363-371

  Mascayano, Carolina ^a   Rezende, Marcos Caroli ^a   Mendez, Carolina ^a   Núñez, Gabriel ^a   Chiang, Valeska ^a  

^a UNIVERSIDAD DE SANTIAGO DE CHILE   (Chile)

Author keywords

Dynamics simulation; Phenoxide betaines; Solvatochromism

Indexed keywords

EID: 62549130255     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-009-9369-4     Document Type: Article

References (24)

1. C. Reichardt 1994 Solvatochromic dyes as solvent polarity indicators Chem. Rev. 94 2319 2358
2. D. González O. Neilands M.C. Rezende 1999 The solvatochromic behaviour of 2-and 4-(N-pyridinio)phenoxides J. Chem. Soc. Perkin Trans. 2 713 717
3. E.B. Tada P.L. Silva O.A. El Seoud 2003 Thermo-solvatochromism of zwitterionic probes in aqueous alcohols: effects of the properties of the probe and the alcohol Phys. Chem. Chem. Phys. 5 5378 5385
4. T(30) polarity parameter of dipolar hydrogen bond acceptor-hydrogen bond donor mixtures J. Phys. Org. Chem. 9 403 410
5. Y.G. Wu M. Tabata T. Takamuku 2002 Preferential solvation in aqueous-organic mixed solvents using solvatochromic indicators J. Solution Chem. 31 381 395
6. P.L. Silva E.L. Bastos O.A. El Seoud 2007 Solvation in binary mixtures of water and polar aprotic solvents: theoretical calculations of the concentrations of solvent-water hydrogen-bonded species and application to thermosolvatochromism of polarity probes J. Phys. Chem. B 111 6173 6180
7. S.R. Mente M. Maroncelli 1999 Computer simulations of the solvatochromism of betaine-30 J. Phys. Chem. B 103 7704 7719
8. J. Lobaugh P.J. Rossky 2000 Solvent and intramolecular effects on the absorption spectrum of betaine-30 J. Phys. Chem. A 104 899 907
9. M.Z. Hernandes R. Longo K. Coutinho S. Canuto 2004 Solute relaxation on the solvatochromism of ortho-betaine dyes. A sequential Monte Carlo/quantum mechanics study Phys. Chem. Chem. Phys. 6 2088 2092
10. T.L. Fonseca K. Coutinho S. Canuto 2008 Polarization and solvatochromic shift of ortho-betaine in water Chem. Phys. 349 109 114
11. K. Dimroth C. Reichardt T. Siepmann F. Bohlmann 1963 Über pyridinium-N-phenol-betaine und ihre Verwendung zur Charakterisierung der Polarität von Lösungsmitteln Justus Liebigs Ann. Chem. 661 1 37
12. P. Jacques 1986 On the relative contributions of non-specific and specific interactions to the unusual solvatochromism of a typical merocyanine dye J. Phys. Chem. 90 5535 5539
13. J.O. Morley R.M. Morley R. Docherty M.H. Charlton 1997 Fundamental studies on Brooker's merocyanine J. Am. Chem. Soc. 119 10192 10202
14. I. Baraldi G. Brancolini F. Momicchioli G. Ponterini D. Vanossi 2003 Solvent influence on absorption and fluorescence spectra of merocyanine dyes: a theoretical and experimental study Chem. Phys. 288 309 325
15. Reichardt, C.: Solvents and Solvent Effects in Organic Chemistry, 3rd edn, pp. 344, 345. VCH-Wiley, Weinheim (2003)
16. M. Ueda Z.A. Schelly 1989 Reverse micelles of Aerosol-OT in benzene. 4. Investigation of the micropolarity using 1-methyl-8-oxyquinolinium betaine as probe Langmuir 5 1005 1008
17. D.C. Da Silva I. Ricken M.A.R. Silva V.G. Machado 2002 Solute-solvent and solvent-solvent interactions in the preferential solvation of Brooker's merocyanine in binary solvent mixtures J. Phys. Org. Chem. 15 420 427
18. Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Zakrzewski, V.G., Montgomery, J.A. Jr., Stratmann, R.E., Burant, J.C., Dapprich, S., Millam, J.M., Daniels, A.D., Kudin, K.N., Strain, M.C., Farkas, O., Tomasi, J., Barone, V., Cossi, M., Cammi, R., Mennucci, B., Pomelli, C., Adamo, C., Clifford, S., Ochterski, J., Petersson, G.A., Ayala, P.Y., Cui, Q., Morokuma, K., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Cioslowski, J., Ortiz, J.V., Baboul, A.G., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Gomperts, R., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Gonzalez, C., Challacombe, M., Gill, P.M.W., Johnson, B.G., Chen, W., Wong, M.W., Andres, J.L., Head-Gordon, M., Replogle, E.S., Pople, J.A.: Gaussian 98. Gaussian Inc., Pittsburgh (1998)
19. J.M. Martínez L. Martínez 2003 Packing optimization for automated generation of complex system's initial configurations for molecular dynamics and docking J. Comput. Chem. 24 819 825
20. B.R. Brooks R.E. Bruccoleri B.D. Olafson D.J. States S. Swaminathan M. Karplus 1983 CHARMM: A program for macromolecular energy, minimization, and dynamics calculations J. Comput. Chem. 4 187 217
21. InsightII User Guide. Accelrys, San Diego (1998)
22. A. Pedretti L. Villa G. Vistoli 2004 VEGA- An open platform to develop chemo-bio-informatics applications, using plug-in architecture and script programming J. Comput.-Aided Mol. Des. 18 167 173
23. J.C. Phillips R. Braun W. Wang J. Gumbart E. Tajkhorshid E. Villa C. Chipot R.D. Skeel L. Kalé K. Schulten 2005 Scalable molecular dynamics with NAMD J. Comput. Chem. 26 1781 1802
24. W. Humphrey A. Dalke K. Schulten 1996 VMD: Visual molecular dynamics J. Mol. Graphics 14 33 38