SiCl+3 and SiCl+ affinities for pyridines determined by using the kinetic method with multiple stage mass spectrometry: Agostic effects in the gas phase

Journal of the American Society for Mass Spectrometry

Volumn 7, Issue 2, 1996, Pages 198-204

  Yang, Sheng Sheng ^a   Wong, Philip ^a   Ma, Shuguang ^a   Cooks, R Graham ^a  

^a PURDUE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PYRIDINE DERIVATIVE; SILICON DERIVATIVE;

ARTICLE; DRUG BINDING; MASS SPECTROMETRY;

EID: 0029875105     PISSN: 10440305     EISSN: None     Source Type: Journal    
DOI: 10.1016/1044-0305(95)00630-3     Document Type: Article

References (51)

1. (a) Oppenstein, A.; Lampe, F. W. In Review of Chemical Intermediates; Strsusz, O. P., Ed.; Elsevier: Amsterdam, 1986; Vol. 6, p 275;
2. (b) Schwartz, H. In The Chemistry of Organic Silicon Compounds; Patai, S.; Rappoport, Z., Eds.; Wiley: New York, 1989; p 445;
3. (c) Depuy, C. H.; Damrauer, R.; Bowie, J. H.; Sheldon, J. C. Acc. Chem. Res. 1987, 20, 127;
4. (d) Bowle, J. H. Mass Spectrom. Rev. 1984, 3, 1.
5. Murthy, S.; Beauchamp, J. L. J. Phys. Chem. 1992, 96, 1247.
6. Li, X.; Stone, J. A. Int. J. Mass Spectrom. Ion Processes 1990, 101, 149.
7. Weber, M. E.; Armentrout, P. B. J. Phys. Chem. 1989, 93, 1596.
8. (a) Sieck, L. W.; Lias, S. G. J. Phys. Chem. Ref. Data 1976, 5, 1123;
9. (b) Meot-ner (Mautner), M. In Gas Phase Ion Chemistry; Bower, M. T., Ed.; Academic: New York, 1979; Vol. 2;
10. (c) Depuy, C. H.; Bierbaum, V. M. Acc. Chem. Res. 1981, 14, 146.
11. (a) Foucaud, A. In The Chemistry of Functional Groups; Patai, S.; Rappoport, Z.; Eds.; Wiley: New York, 1983; Suppl. D, Chap. 11, p 441;
12. (b) Lwowski, W., Ed. Nitrenes; Interscience: New York, 1970;
13. (c) Jones, M., Jr.; Moss, R. A., Eds. Carbenes; Wiley-Interscience: New York, 1973; Vol. 1;
14. (d) Saunders, M.; Jimnet-Vazueez, H. A. Chem. Rev., 1991, 91, 375;
15. (e) Lammertsma, K. Rev. Chem. Intermed. 1988, 9, 141;
16. (f) Cox, R. A. Org. React. Mech. 1989, 283;
17. (g) Creary, X., Ed. Advances in Carboncation Chemistry; JAI Press: Greenwich, CT, 1989.
18. (a) Kotiaho, T.; Shay, B. J.; Cooks, R. G.; Eberlin, M. N. J. Am. Chem. Soc. 1993, 115, 1004;
19. (b) Bortolini, O.; Yang, S. S.; Cooks, R. G. Org. Mass Spectrom. 1993, 28, 1313.
20. (a) Patrick, J. S.; Kotiaho, T.; McLuckey, S. A.; Cooks, R. G. Mass Spectrom. Rev. 1994, 13, 287;
21. (b) Cooks, R. G.; Kruger, T. L. J. Am. Chem. Soc. 1981, 103, 3274;
22. (c) Wright, L. G.; McLuckey, S. A.; Cooks, R. G.; Wood, K. V. Int. J. Mass Spectrom. Ion Processes 1982, 42, 115.
23. (a) O'Hair, R. A. J.; Bowie, J. H.; Gronert, S. Int. J. Mass Spectrom. Ion Processes 1992, 117, 23;
24. (b) Bojesen, G. J. Am. Chem. Soc. 1987, 109, 5557;
25. (c) Wu, Z.; Fenselau, C. Tetrahedron 1993, 49, 9197;
26. (d) Cheng, X. H.; Wu, Z.; Fenselau, C. J. Am. Chem. Soc. 1993, 115, 4844;
27. (e) Zhang, K.; Zimmerman, D. M.; Chung-Phillips, A.; Cassady, C. J. Am. Chem. Soc. 1993, 115, 10812.
28. Hoke, S. H., II; Yang, S. S.; Cooks, R. G.; Hrovat, D. A.; Borden, W. T. J. Am. Chem. Soc. 1994, 116, 4888.
29. Eberlin, M. N.; Kotiaho, T.; Shay, B. J.; Yang, S. S.; Cooks, R. G. J. Am. Chem. Soc. 1994, 116, 2457.
30. Yang, S. S.; Bortolini, O.; Steinmetz, A.; Cooks, R. G. J. Mass Spectrom. 1995, 30, 184.
31. Yang, S. S.; Chen, G.; Ma, S.; Cooks, R. G.; Gozo, F.; Eberlin, M. N. J. Mass Spectrom. 1995, 30, 807.
32. Schwartz, J. C.; Schey, K. L.; Cooks, R. G. Int. J. Mass Spectrom. Ion Processes 1990, 1, 101.
33. (a) Schwartz, J. C.; Wade, A. P.; Enke, C. G.; Cooks, R. G. Anal. Chem. 1990, 62, 1809;
34. (b) Cooks, R. G.; Amy, J.; Bier, M.; Schwartz, J. C.; Schey, K. L. Adv. Mass Spectrom. 1989, 11A, 33.
35. Cooks, R. G.; Rockwood, A. L. Rapid Commun. Mass Spectrom. 1991, 5, 93.
36. Cedra, B. A.; Wesdemiotis, C. Presented at the 42nd ASMS Conference on Mass Spectrometry and Allied Topics, Chicago, IL, June 1994.
37. (a) Gallo, R.; Roussel, C. Berg, U. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic Press: New York, 1988, Vol. 43, p 173;
38. (b) Berg, U.; Gallo, R.; Klatte, G.; Metzger, J. J. Chem. Soc., Perkin Trans. 1980, 2, 1350;
39. (c) Meyerson, S.; Weitkamp, A. W. Org. Mass Spectrom, 1968, 1, 659;
40. (d) Tureček, T. Collect. Czech. Chem. Commun. 1987, 52, 1928;
41. (e) Tureček, F. Int. J. Mass Spectrom. Ion Processes 1991, 108, 137;
42. (f) Green, M. M. Tetrahedron 1980, 36, 2687;
43. (g) Jenkins, H. D. B.; Kelly, E. J.; Samuel, C. J. Tetrahedron Lett. 1994, 35, 6543;
44. (h) Splitter; Tureček, F., Eds. Application of Mass Spectrometry to Organic Stereochemistry; VCH Publishers: New York, 1994.
45. Wright, L. G.; McLuckey, S. A.; Cooks, R. G.; Wood, K. V. Int. J. Mass. Spectrom. Ion Phys. 1982, 42, 115.
46. Graul, S.; Schnute, M. E.; Squires, R. R. Int. J. Mass Spectrom. Ion Processes 1990, 96, 181.
47. Brookhart, M.; Green, M. L. H. J. Organomet. Chem. 1983, 250, 395.
48. (a) Green, M. L. H. Pure Appl. Chem. 1984, 56, 47;
49. (b) Brookhart, M.; Green, M. L. H.; Wong, L-L. In Progress in Inorganic Chemistry; Lippard, S. J., Ed.; Wiley: New York, 1988; Vol. 36, p 1.
50. Crabtree, R. H.; Holt, E. M.; Lavin, M.; Morehouse, S. M. Inorg. Chem. 1985, 24, 1986.
51. Carmona, E.; Contreras, L.; Poveda, M. L.; Sànchez. J. Am. Chem. Soc. 1991, 113, 4322.