Probing hydrogen bonding environments: Solvatochromic effects on the CN vibration of benzonitrile

Journal of Physical Chemistry B

Volumn 113, Issue 38, 2009, Pages 12736-12743

  Aschaffenburg, Daniel J ^a   Moog, Richard S ^a  

^a FRANKLIN AND MARSHALL COLLEGE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYANIDES; HYDROGEN; SOLVATION; SOLVENTS; SULFUR COMPOUNDS;

APROTIC SOLVENTS; BENZONITRILES; BEST FIT; DFT CALCULATION; H-BONDS; HYDROGEN BONDING INTERACTIONS; HYDROGEN BONDINGS; MULTI-VARIABLE LINEAR REGRESSION; NITRILE GROUPS; PROTIC SOLVENTS; RED SHIFT; SINGLE-MOLECULE; SOLVATION STATE; SOLVATOCHROMIC; SOLVATOCHROMIC EFFECTS; SOLVATOCHROMIC PARAMETERS; STRETCHING MODES;

HYDROGEN BONDS;

EID: 70349273994     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp905802a     Document Type: Article

References (53)

1. Schultz, K. C.; Supekova, L.; Ryu, Y. H.; Xie, J. M.; Perera, R.; Schultz, P. G. J. Am. Chem. Soc. 2006, 128, 13984.
2. Andrews, S. S.; Boxer, S. G. J. Phys. Chem. A 2000, 104, 11853.
3. Getahun, Z.; Huang, C. Y.; Wang, T.; De Leon, B.; DeGrado, W. F.; Gai, F. J. Am. Chem. Soc. 2003, 125, 405.
4. Huang, C. Y.; Wang, T.; Gai, F. Chem. Phys. Lett. 2003, 371, 731.
5. Choi, J. H.; Oh, K. I.; Lee, H.; Lee, C.; Cho, M. J. Chem. Phys. 2008, 128, 134506.
6. Oh, K. I.; Choi, J. H.; Lee, J. H.; Han, J. B.; Lee, H.; Cho, M. J. Chem. Phys. 2008, 128, 154504.
7. Mukherjee, S.; Chowdhury, P.; DeGrado, W. F.; Gai, F. Langmuir 2007, 23, 11174.
8. Reimers, J. R.; Hall, L. E. J. Am. Chem. Soc. 1999, 121, 3730.
9. Nyquist, R. A. Appl. Spectrosc. 1990, 44, 1405.
10. Kolling, O. W. Appl. Spectrosc. 2000, 54, 890.
11. Fawcett, W. R.; Liu, G. J.; Kessler, T. E. J. Phys. Chem. 1993, 97, 9293.
12. Maienschein-Cline, M. G.; Londergan, C. H. J. Phys. Chem. A 2007, 111, 10020.
13. Kim, Y. S.; Hochstrasser, R. M. Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 11185.
14. Ghosh, A.; Remorino, A.; Tucker, M. J.; Hochstrasser, R. M. Chem. Phys. Lett. 2009, 469, 325.
15. Kim, Y. S.; Hochstrasser, R. M. J. Phys. Chem. B 2009, 113, 8231.
16. Krummel, A. T.; Zanni, M. T. J. Phys. Chem. B 2008, 112, 1336.
17. Watson, M. D.; Gai, X. S.; Gillies, A. T.; Brewer, S. H.; Fenlon, E. E. J. Phys. Chem. B 2008, 112, 13188.
18. Webb, L. J.; Boxer, S. G. Biochemistry 2008, 47, 1588.
19. Liu, J.; Strzalka, J.; Tronin, A.; Johansson, J. S.; Blasie, J. K. Biophys. J. 2009, 96, 4176.
20. Suydam, I. T.; Boxer, S. G. Biochemistry 2003, 42, 12050.
21. Tucker, M. J.; Getahun, Z.; Nanda, V.; DeGrado, W. F.; Gai, F. J. Am. Chem. Soc. 2004, 126, 5078.
22. Miyake-Stoner, S. J.; Miller, A. M.; Hammill, J. T.; Peeler, J. C.; Hess, K. R.; Mehl, R. A.; Brewer, S. H. Biochemistry 2009, 48, 5993.
23. Lindquist, B. A.; Corcelli, S. A. J. Phys. Chem. B 2008, 112, 6301.
24. Kirkwood, J. G. J. Chem. Phys. 1934, 2, 351.
25. Bauer, E.; Magat, M. J. Phys. Radium 1938, 8, 319.
26. West, W.; Edwards, R. T. J. Chem. Phys. 1937, 5, 14.
27. Allerhand, A.; Schleyer, P. V. J. Am. Chem. Soc. 1962, 85, 371.
28. Kamlet, M. J.; Abboud, J. L.; Taft, R. W. An Examination of Linear Solvation Energy Relationships. In Progress in Physical Organic Chemistry; Taft, R. W., Ed.; John Wiley & Sons: New York, 1981; Vol.13; p 485.
29. Gutmann, V. The Donor-Acceptor Approach to Molecular Interactions; Plenum Press: New York, 1978.
30. Block, H.; Walker, S. Chem. Phys. Lett. 1973, 19, 363.
31. McRae, E. G. J. Phys. Chem. 1957, 61, 562.
32. Kamlet, M. J.; Abboud, J. L.; Taft, R. W. J. Am. Chem. Soc. 1977, 99, 6027.
33. Marcus, Y. Chem. Soc. Rev. 1993, 22, 409.
34. Kamlet, M. J.; Taft, R. W. J. Am. Chem. Soc. 1976, 98, 377.
35. Taft, R. W.; Kamlet, M. J. J. Am. Chem. Soc. 1976, 98, 2886.
36. Kamlet, M. J.; Abboud, J. L. M.; Abraham, M. H.; Taft, R. W. J. Org. Chem. 1983, 48, 2877.
37. Kamlet, M. J.; Solomonovici, A.; Taft, R. W. J. Am. Chem. Soc. 1979, 101, 3734.
38. Taft, R. W.; Gramstad, T.; Kamlet, M. J. J. Org. Chem. 1982, 47, 4557.
39. Wu, Y. G.; Tabata, M.; Takamuku, T. J. Solution Chem. 2002, 31, 381.
40. Moog, R. S.; Kim, D. D.; Oberle, J. J.; Ostrowski, S. G. J. Phys. Chem. A 2004, 108, 9294.
41. Ooshika, Y. J. Phys. Soc. Jpn. 1954, 9.
42. Lippert, E. Z. Naturforsch. 1955, A10.
43. McRae, E. G. J. Phys. Chem. 1957, 61.
44. Horng, M. L.; Gardecki, J. A.; Papazyan, A.; Maroncelli, M. J. Phys. Chem. 1995, 99, 17311.
45. Dong, D. C.; Winnik, M. A. Photochem. Photobiol. 1982, 35, 17.
46. Dong, D. C.; Winnik, M. A. Can. J. Chem. 1984, 62, 2560.
47. Catalan, J. J. Org. Chem. 1997, 62, 8231.
48. Catalan, J.; Lopez, V.; Perez, P. Liebigs Ann. Chem. 1995, 793.
49. Catalan, J.; Lopez, V.; Perez, P.; Martinvillamil, R.; Rodriguez, J. G. Liebigs Ann. Chem. 1995, 241.
50. Reichardt, C. Chem. Rev. 1994, 94, 2319.
51. Drago, R. S. J. Chem. Soc., Perkin Trans. 2 1992, 1827.
52. max= 2232.5(±0.3) 5.1(±0.5)π* with F ratio = 424.
53. Borst, D. R.; Pratt, D. W.; Schafer, M. Phys. Chem. Chem. Phys. 2007, 9, 4563.