Isomer-selective detection of microsolvated oxonium and carbenium ions of protonated phenol: Infrared spectra of C6H7O +-Ln clusters (L=Ar/N2, n≤6)

Journal of Chemical Physics

Volumn 120, Issue 22, 2004, Pages 10470-10482

  Solcà, Nicola ^a   Dopfer, Otto ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROGEN BONDS; INFRARED SPECTROSCOPY; IONIZATION; ISOMERS; NUCLEATION; PHOTODISSOCIATION; SOLVENTS; SPECTRUM ANALYSIS; TOPOLOGY;

INFRARED SPECTRA; INTERNAL ENERGY (IE); NONPOLAR SOLVENTS; PROTONATION;

PHENOLS;

EID: 2942689973     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.1687674     Document Type: Article

References (86)

1. F. A. Carey and R. J. Sundberg, Advanced Organic Chemistry (Plenum, New York, 1993).
2. J. March, Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (Wiley, New York, 1992).
3. G. A. Jeffrey and W. Saenger, Hydrogen Bonding in Biological Systems (Springer, Heidelberg, 1991).
4. L. Stryer, Biochemistry (Freeman, New York, 1996).
5. A. B. Fialkov, J. Dennebaum, and K. H. Homann, Combust. Flame 125, 763 (2001).
6. T. P. Snow, V. Le Page, Y. Keheyan, and M. Bierbaum, Nature (London) 391, 259 (1998).
7. H. H. Perkampus and E. Baumgarten, Angew. Chem., Int. Ed. Engl. 3, 776 (1964).
8. D. M. Brouwer, E. L. Mackor, and C. MacLean, in Carbonium Ions (Wiley, New York, 1970), Vol. II, p. 837.
9. V. A. Koptyug, Top. Curr. Chem. 122, 1 (1984).
10. G. A. Olah, A. M. White, and D. H. O'Brien, Chem. Rev. (Washington, D.C.) 70, 561 (1970).
11. T. X. Dewey, H. Barich, P. D. Torres, and J. F. Haw, J. Am. Chem. Soc. 119, 406 (1997).
12. S. M. Hubig and J. K. Kochi, J. Org. Chem. 65, 6807 (2000).
13. C. A. Reed, K. C. Kim, E. S. Stoyanov, D. Stasko, F. S. Tham, L. J. Mueller, and P. D. W. Boyd, J. Am. Chem. Soc. 125, 1796 (2003).
14. R. Weinkauf, J. P. Schermann, M. S. de Vries, and K. Kleinermanns, Eur. Phys. J. D 20, 309 (2002).
15. M. Speranza, Mass Spectrom. Rev. 11, 73 (1992).
16. D. Kuck, Mass Spectrom. Rev. 9, 583 (1990).
17. S. Fornarini, Mass Spectrom. Rev. 15, 365 (1997).
18. S. Fornarini and M. E. Crestoni, Acc. Chem. Res. 31, 827 (1998).
19. P. M. Esteves, J. W. de M. Carneiro, S. P. Cardoso, A. G. H. Barbosa, K. K. Laali, G. Rasul, G. K. S. Prakash, and G. A. Olah, J. Am. Chem. Soc. 125, 4836 (2003).
20. E. J. Bieske and O. Dopfer, Chem. Rev. (Washington, D.C.) 100, 3963 (2000).
21. B. S. Freiser and J. L. Beauchamp, J. Am. Chem. Soc. 98, 3136 (1976).
22. B. S. Freiser and J. L. Beauchamp, J. Am. Chem. Soc. 99, 3214 (1977).
23. N. Solcà and O. Dopfer, Angew. Chem., Int. Ed. Engl. 41, 3628 (2002).
24. N. Solcà and O. Dopfer, Chem.-Eur. J. 9, 3154 (2003).
25. W. Jones, P. Boissel, B. Chiavarino, M. E. Crestoni, S. Fornarini, J. Lemaire, and P. Maitre, Angew. Chem., Int. Ed. Engl. 42, 2057 (2003).
26. N. Solcà and O. Dopfer, J. Am. Chem. Soc. 126, 1716 (2004).
27. N. Solcà and O. Dopfer, Chem. Phys. Lett. 342, 191 (2001).
28. N. Solcà and O. Dopfer, J. Am. Chem. Soc. 125, 1421 (2003).
29. N. Solcà and O. Dopfer, Angew. Chem., Int. Ed. Engl. 42, 1537 (2003).
30. M. Eckert-Maksic, M. Kiessinger, and Z. B. Maksic, Chem. Phys. Lett. 232, 472 (1995).
31. O. Tishchenko, N. N. Pham-Tran, E. S. Kryachko, and M. T. Nguyen, J. Phys. Chem. A 105, 8709 (2001).
32. G. Bouchoux, D. Defaye, T. McMahon, A. Likholyot, O. Mo, and M. Yanez, Chem.-Eur. J. 8, 2900 (2002).
33. G. A. Olah and Y. K. Mo, J. Org. Chem. 38, 353 (1973).
34. Y. K. Lau and P. Kebarle, J. Am. Chem. Soc. 98, 7452 (1976).
35. D. J. DeFrees, R. T. McIver, and W. J. Hehre, J. Am. Chem. Soc. 99, 3853 (1977).
36. D. P. Martinsen and S. E. Buttril, Jr., Org. Mass Spectrom. 11, 762 (1976).
37. D. P. Martinsen and S. E. Buttril, Jr., J. Am. Chem, Soc. 100, 6559 (1978).
38. K. V. Wood, D. J. Burinsky, D. Cameron, and R. G. Cooks, J. Org. Chem. 48, 5236 (1983).
39. M. E. Jacox, J. Phys. Chem. Ref. Data 27, 115 (1998).
40. M. Duncan, Int. J. Mass. Spectrom. 200, 545 (2000).
41. M. T. Bowers, A. G. Marshall, and F. W. McLafferty, J. Phys. Chem. 100, 12897 (1996).
42. B. Chiavarino, M. E. Crestoni, C. H. DePuy, S. Fornarini, and R. Gareyev, J. Phys. Chem. 100, 16201 (1996).
43. M. Mons, I. Dimicoli, and F. Piuzzi, Int. Rev. Phys. Chem. 21, 101 (2002).
44. K. Müller-Dethlefs, O. Dopfer, and T. G. Wright, Chem. Rev. (Washington, D.C.) 94, 1845 (1994).
45. H. J. Neusser and H. Krause, Chem. Rev. (Washington, D.C.) 94, 1829 (1994).
46. R. J. Green and S. L. Anderson, Int. Rev. Phys. Chem. 20, 165 (2001).
47. C. Chaudhuri, J. C. Jiang, X. Wang, Y. T. Lee, and H. C. Chang, J. Chem. Phys. 112, 7279 (2000).
48. O. Dopfer, D. Roth, and J. P. Maier, Int. J. Mass. Spectrom, 218, 281 (2002).
49. O. Dopfer, Int. Rev. Phys. Chem. 22, 437 (2003).
50. N. Solcà and O. Dopfer, J. Phys. Chem. A 105, 5637 (2001).
51. N. Solcà and O. Dopfer, Chem. Phys. Lett. 347, 59 (2001).
52. N. Solcà and O. Dopfer, J. Phys. Chem. A 106, 7261 (2002).
53. O. Dopfer, D. Roth, and J. P. Maier, J. Phys. Chem. A 104, 11702 (2000).
54. R. V. Olkhov, S. A. Nizkorodov, and O. Dopfer, J. Chem. Phys. 108, 10046 (1998).
55. R. V. Olkhov, S. A. Nizkorodov, and O. Dopfer, Chem. Phys. 239, 393 (1998).
56. O. Dopfer, N. Solcà, R. V. Olkhov, and J. P. Maier, Chem. Phys. 283, 85 (2002).
57. G. Guelachvili and K. N. Rao, Handbook of Infrared Standards (Academic, London, 1993).
58. M. J. Frisch, G. W. Trucks, H. B. Schlegel et al., GAUSSIAN 98, Revision A.7, Gaussian, Inc., Pittsburgh, PA, 1998.
59. N. Solcà and O. Dopfer, Chem. Phys. Lett. 325, 354 (2000).
60. -1 (Ref. 24). Neglecting three-body effects, the trimer binding energies are obtained as a sum of dimer interaction energies.
61. O. Dopfer, S. A. Nizkorodov, M. Meuwly, E. J. Bieske, and J. P. Maier, Int. J. Mass Spectrom. Ion Processes 167/168, 637 (1997).
62. O. Dopfer, Chem. Phys. 283, 63 (2002).
63. N. Solcà and O. Dopfer, J. Phys. Chem. A 107, 4046 (2003).
64. S. A. Nizkorodov, O. Dopfer, T. Ruchti, M. Meuwly, J. P. Maier, and E. J. Bieske, J. Phys. Chem. 99, 17118 (1995).
65. 1 is not considered.
66. N. Solcà and O. Dopfer, J. Mol. Struct. 563-564, 241 (2001).
67. n is not possible for all values of n.
68. O. Dopfer, J. Phys. Chem. A 104, 11693 (2000).
69. C. G. Gray and K. E. Gubbins, Theory of Molecular Fluids (Clarendon, Oxford, 1984).
70. A. D. Buckingham, Adv. Chem. Phys. 12, 107 (1967).
71. N. Solcà and O. Dopfer, Eur. Phys. J. D 20, 469 (2002).
72. T. Nakanaga and F. Ito, Chem. Phys. Lett. 355, 109 (2002).
73. N. Solcà and O. Dopfer, Phys. Chem. Chem. Phys. (in press).
74. O. Dopfer, R. V. Olkhov, and J. P. Maier, J. Chem. Phys. 111, 10754 (1999).
75. M. Miyazaki, A. Fujii, T. Ebata, and N. Mikami, Phys. Chem. Chem. Phys. 5, 1137 (2003).
76. G. V. Hartland, B. F. Henson, V. A. Venturo, and P. M. Felker, J. Phys. Chem. 96, 1164 (1992).
77. T. Omi, H. Shitomi, N. Sekiya, K. Takazawa, and M. Fujii, Chem. Phys. Lett. 252, 287 (1996).
78. C. E. H. Dessent, S. R. Haines, and K. Müller-Dethlefs, Chem. Phys. Lett. 315, 103 (1999); S. R. Haines, C. E. H. Dessent, and K. Müller-Dethlefs, J. Chem. Phys. 111, 1947 (1999).
79. C. E. H. Dessent, S. R. Haines, and K. Müller-Dethlefs, Chem. Phys. Lett. 315, 103 (1999); S. R. Haines, C. E. H. Dessent, and K. Müller-Dethlefs, J. Chem. Phys. 111, 1947 (1999).
80. A. Fujii, M. Miyazaki, T. Ebata, and N. Mikami, J. Chem. Phys. 110, 11125 (1999).
81. N. Gonohe, H. Abe, N. Mikami, and M. Ito, J. Phys. Chem. 89, 3642 (1985).
82. X. Zhang and J. L. Knee, Faraday Discuss. 97, 299 (1994).
83. E. J. Bieske, M. W. Rainbird, I. M. Atkinson, and A. E. W. Knight, J. Chem. Phys. 91, 752 (1989).
84. G. E. Ewing, J. Phys. Chem. 91, 4662 (1987).
85. J. R. Gascooke and W. D. Lawrance, J. Phys. Chem. A 104, 10328 (2000).
86. S. M. Bellm and W. D. Lawrance, J. Chem. Phys. 118, 2581 (2003).