Rearrangement of phenylcarbene radical cation to dehydrotropylium cation

International Journal of Mass Spectrometry

Volumn 249-250, Issue , 2006, Pages 1-7

  Watkins, Michael A ^a,b   Nelson, Eric D ^a,b   Tichy, Shane E ^a,c   Kenttämaa, Hilkka I ^a  

^a PURDUE UNIVERSITY   (United States)

^b MERCK RESEARCH LABORATORIES   (United States)

^c TEXAS A AND M UNIVERSITY   (United States)

Author keywords

Dehydrotropylium; Phenyl carbene; Radical cation; Rearrangement

Indexed keywords

EID: 33344471547     PISSN: 13873806     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijms.2006.01.024     Document Type: Article

References (25)

1. W.D. Crow, and M.N. Paddon-Row J. Am. Chem. Soc. 94 1972 4746
2. W.D. Crow, and M.N. Paddon-Row Aust. J. Chem. 26 1973 1705
3. M.J.S. Dewar, and D. Landman J. Am. Chem. Soc. 99 1977 6179
4. P.P. Gaspar, J.P. Hsu, S. Chari, and M. Jones Jr. Tetrahedron 41 1985 1479
5. C.M. Geise, and C.M. Hadad J. Org. Chem. 67 2002 2532
6. R.C. Joines, A.B. Turner, and W.M. Jones J. Am. Chem. Soc. 91 1969 7754
7. S. Matzinger, T. Bally, E.V. Patterson, and R.J. McMahon J. Am. Chem. Soc. 118 1996 1535
8. S. Matzinger, and T. Bally J. Phys. Chem. A 104 2000 3544
9. E.V. Patterson, and R.J. McMahon J. Org. Chem. 62 1997 4398
10. P.R. Schreiner, W.L. Karney, P.V.R. Schleyer, W.T. Borden, T.P. Hamilton, and H.F. Schaefer III J. Org. Chem. 61 1996 7030
11. M.W. Wong, and C. Wentrup J. Org. Chem. 61 1996 7022
12. R.A. Seburg, B.T. Hill, and R.R. Squires J. Chem. Soc.: Perkin Trans. 2 1999 2249
13. H.E. Audier, J.F. Dupin, M. Fétison, and Y. Hoppilliard Tetrahedron Lett. 19 1966 2077
14. E.D. Nelson, S.E. Tichy, and H.I. Kenttämaa J. Chem. Soc.: Perkin Trans. 2 1999 2267
15. R. Flammang, M.T. Nguyen, G. Bouchoux, and P. Gerbaux Int. J. Mass Spectrom. 202 2000 A8
16. D.P. Littlejohn, S. Ghaderi, U.S. Patent 4,581,533, 1986.
17. L. Schweikhard, S. Guan, and A.G. Marshall Int. J. Mass Spectrom. Ion Process. 120 1992 71
18. A.G. Marshall, T.C.L. Wang, L. Chen, and T.L. Ricca ACS Symp. Ser. 359 1987 21
19. R.C. Dunbar Mass Spectrom. Rev. 11 1992 309
20. T. Su, and W.J. Chesnavich J. Chem. Phys. 76 1982 5183
21. J.E. Bartmess, and R.M. Georgiadis Vacuum 33 1983 149
22. M.A. Watkins, J.M. Price, B.E. Winger, and H.I. Kenttämaa Anal. Chem. 76 2004 964
23. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery, Jr., R.E. Stratmann, J.C. Buran, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G. Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, J.L. Andres, C. Gonzalez, M. Head-Gordon, E.S. Replogle, J.A. Pople, Revision A.9, Gaussian 98, Pittsburgh, PA, 1998.
24. J.L.M. Abbound, W.J. Hehre, and R.W. Taft J. Am. Chem. Soc. 98 1976 6072
25. J. Shen, R.C. Dunbar, and G.A. Olah J. Am. Chem. Soc. 96 1974 6227