Gas-phase ion chemistry of borazine, an inorganic analogue of benzene

Journal of the American Chemical Society

Volumn 121, Issue 48, 1999, Pages 11204-11210

  Chiavarino, Barbara ^a   Crestoni, Maria Elisa ^a   Di Marzio, Annito ^a   Fornarini, Simonetta ^a   Rosi, Marzio ^b  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b UNIVERSITY OF PERUGIA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE;

ACIDITY; ALKALINITY; ARTICLE; GAS; MOLECULAR DYNAMICS; PHYSICAL CHEMISTRY; REACTION ANALYSIS; THERMODYNAMICS;

EID: 0033537043     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja992220m     Document Type: Article

References (63)

1. Borazine is the common name for 1,3,5,2,4,6-triazatriborinine. For a note on the nomenclature of the azaborinines, see: Doerksen, R. J.; Thakkar, A. J. J. Phys. Chem. A 1998, 102, 4679.
2. (a) Cotton, F. A.; Wilkinson, G. Advanced Inorganic Chemistry, Wiley: New York, 1988.
3. (b) Huheey, J. E.; Keiter, E. A.; Keiter, R. L. Inorganic Chemistry: Principles of Structure and Reactivity, 4th ed.; Benjamin/Cummings: New York, 1993.
4. Harshbarger, W.; Lee, G.; Porter, R. F.; Bauer, S. H. Inorg. Chem. 1969, 8, 1683.
5. Boese, R.; Maulitz, A. H.; Stellberg, P. Chem. Ber. 1994, 127, 1887.
6. (a) Parker, J. K.; Davis, S. R.; J. Phys. Chem. A 1997, 101, 9410.
7. (b) Ramondo, F.; Portalone, G.; Bencivenni, L. J. Mol. Struct. (Teochem) 1991, 236, 29.
8. (c) Dewar, M. J. S.; McKee, M. L. J. Am. Chem. Soc. 1977, 99, 9, 5231.
9. (d) Boyd, R. J.; Choi, S. C.; Hale, C. C. Chem. Phys. Lett. 1984, 112, 136.
10. (e) Ortiz, J. V. J. Chem. Phys. 1996, 104, 7599.
11. (f) Jayasuriya, K. J. Mol. Struct. (THEOCHEM) 1991, 256, 381.
12. (a) Beachley, O. T., Jr. J. Am. Chem. Soc. 1970, 92, 5372.
13. (b) Wrackmeyer, B.; Nöth, H. Chem. Ber. 1976, 109, 348.
14. Nelson, J. T.; Pietro, W. J. Inorg. Chem. 1989, 28, 544.
15. (a) Schleyer, P. v. R.; Jiao, H. Pure Appl. Chem. 1996, 68, 209.
16. (b) Jemmis, E. D.; Kiran, B. Inorg. Chem. 1998, 37, 2110.
17. (c) Fowler, P. W.; Steiner, E. J. Phys. Chem. A 1997, 101, 1409.
18. (a) Haddon, R. C. Pure Appl. Chem. 1982, 54, 1129.
19. (b) Schleyer, P. v. R.; Jiao, H.; v. Eikema Hommes, N. J. R.; Malkin, V. G.; Malkina, O. L. J. Am. Chem. Soc. 1997, 119, 12669.
20. (c) Fink, W. H.; Richards, J. C. J. Am. Chem. Soc. 1991, 113, 3393.
21. Jug, K. J. Org. Chem. 1983, 48, 1344.
22. Dennis, G. R.; Ritchie, G. L. D. J. Phys. Chem. 1993, 97, 8403.
23. Cooper, D. L.; Wright, S. C.; Gerratt, J.; Hyams, P. A.; Raimondi, M. J. Chem. Soc., Perkin Trans. 2 1989, 719.
24. Madura, I.; Krygowski, T. M.; Cyranski, M. K. Tetrahedron 1998, 54, 14913.
25. Doering, J. P.; Gedanken, A.; Hitchcock, A. P.; Fisher, P.; Moore, J.; Olthoff, J. K.; Tossell, J.; Raghavachari, K.; Robin, M. B. J. Am. Chem. Soc. 1986, 108, 3602.
26. Chiavarino, B.; Crestoni, M. E.; Fornarini, S. J. Am. Chem. Soc. 1999, 121, 2619.
27. Stock, A.; Pohland, E. Chem. Ber. 1926, 59, 9B, 2215.
28. (a) Paine, R. T.; Narula, C. K. Chem. Rev. 1990, 90, 73.
29. (b) Mokhtari, M.; Park, H. S.; Roesky, H. W.; Johnson, S. E.; Boise, W.; Conrad, J.; Plass, W. Chem. Eur. J. 1996, 2, 1269.
30. Wideman, T.; Sneddon, L. G. Inorg. Chem. 1995, 34, 1002.
31. Bartmess, J. E., Georgiadis, R. M. Vacuum 1983, 33, 149.
32. Meot-Ner, M. In Gas-Phase Ion Chemistry; Bowers, M. T., Ed.; Academic Press: New York, 1979; Vol. 1.
33. Su, T.; Chesnavich, W. J. J. Chem. Phys. 1982, 76, 5183.
34. Stevens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623.
35. (a) McLean, A. D.; Chandler, G. S. J. Chem. Phys. 1980, 72, 5639.
36. (b) Krishman, R.; Binkley, J. S.; Seeger, R.; Pople, J. A. J. Chem. Phys. 1980, 72, 650.
37. (c) Clark, T.; Chandrasekhar, J.; Spitznagel, G. W.; Schleyer, P. v. R. J. Comput. Chem. 1983, 4, 294.
38. (d) Frisch, M. J.; Pople, J. A.; Binkley, J. S. J. Chem. Phys. 1984, 80, 3265.
39. Bartlett, R. J. Annu. Rev. Phys. Chem. 1981, 32, 359.
40. Raghavachari, K.; Trucks, G. W.; Pople, J. A.; Head-Gordon, M. Chem. Phys. Lett. 1989, 157, 479.
41. (a) Woon, D. E.; Dunning, T. H., Jr. J. Chem. Phys. 1993, 98, 1358.
42. (b) Kendall, R. A.; Dunning, T. H., Jr.; Harrison, R. J. J. Chem. Phys. 1992, 96, 6796.
43. (c) Dunning, T. H., Jr. J. Chem. Phys. 1989, 90, 1007.
44. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T. A.; Peterson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Ciolowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. Gaussian 94, Revision C.3; Gaussian Inc.: Pittsburgh, PA, 1995.
45. NIST Chemistry Webbook, NIST Standard Reference Database Number 69; Mallard, W. G.; Linstrom, P. J., Eds.; National Institute of Standards and Technology, Gaithersburg MD, 20899 (http://webbook. nist.gov), November 1998.
46. Doiron, C. E.; Grein, F.; McMahon, T. B.; Vasudevan, K. Can. J. Chem. 1979, 57, 1751.
47. Stone, J. A. Mass Spectrom. Rev. 1997, 16, 25.
48. Bartmess, J. E. Mass Spectrom. Rev. 1989, 8, 297.
49. (a) Porter, R. F.; Solomon, J. J. J. Am. Chem. Soc. 1971, 93, 56.
50. (b) Betowski, L. D.; Solomon, J. J.; Porter, R. F. Inorg. Chem. 1972, 11, 424.
51. (c) DeStefano, A.; Porter, R. F. Inorg. Chem. 1975, 14, 2882.
52. (a) del Rio, E.; Lopez, R.; Sordo, T. L. J. Phys. Chem. A 1997, 707, 10090.
53. (b) Glukhovtsev, M. N.; Pross, A.; Nicolaides, A.; Radom, L. J. Chem. Soc., Chem. Commun. 1995, 2347.
54. (c) Sieber, S.; Schleyer, P. R. J. Am. Chem. Soc. 1993, 115, 6987.
55. (d) Here, W. J.; Radom, L.; Schleyer, P. R.; Pople, J. A. Ab Initio Molecular Orbital Theory; Wiley: New York, 1986; p 396.
56. (a) Chiavarino, B.; Crestoni, M. E.; Fornarini, S.; DePuy, C. H.; Gareyev, R. J. Phys. Chem. 1996, 100, 16201.
57. (b) Fomarini, S.; Crestoni, M. E. Acc. Chem. Res. 1998, 31, 827.
58. (a) Cacace, F. Acc. Chem. Res. 1988, 21, 215.
59. (b) Kuck, D. Mass Spectrom. Rev. 1990, 9, 583.
60. (c) Fomarini, S. Mass Spectrom. Rev. 1996, 15, 365.
61. Aschi, M.; Attinà, M.; Cacace, F.; Ricci, A. J. Am. Chem. Soc. 1994, 116, 9535 and references therein.
62. Davico, G. E.; Bierbaum, V. M.; DePuy, C. H.; Ellison, G. B.; Squires, R. R. J. Am. Chem. Soc. 1995, 117, 2590.
63. Speranza, M.; Sefcik, M. D.; Henis, J. M. S.; Gaspar, P. P. J. Am. Chem. Soc. 1977, 99, 5583.