Electrophilic and radical reactivity of ionized aminohydroxycarbene toward alkenes

International Journal of Mass Spectrometry

Volumn 219, Issue 3, 2002, Pages 625-641

  Bouchoux, Guy ^a   Chamot Rooke, Julia ^a  

^a CNRS   (France)

Author keywords

Carbene ions; Condensation reaction; G2 calculations; Hydrogen atom and proton transfers

Indexed keywords

ALKENE DERIVATIVE; AMIDE; AMINOHYDROXYCARBENE; CARBENOID; DEUTERIUM; ETHYLENE; HYDROGEN; PROPYLENE; RADICAL; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ARTICLE; ATOM; CALCULATION; CYCLOTRON; DISSOCIATION; FOURIER TRANSFORMATION; MASS SPECTROMETRY; POLYMERIZATION; PROTON TRANSPORT;

EID: 0036757265     PISSN: 13873806     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1387-3806(02)00708-X     Document Type: Article

References (27)

1. Hoppilliard Y., Bouchoux G., Jaudon P. Nouv. J. Chim. 6:1982;43.
2. (a) Bouchoux G., Flammang J.-P., Hoppilliard Y. Int. J. Mass Spectrom. 57:1984;179
3. (b) Apeloig Y., Karni M., Ciommer B., Depke G., Frenking G., Meyn S., Schmidt J., Schwarz H. Int. J. Mass Spectrom. 59:1984;21
4. (c) Bertrand W., Bouchoux G. Rapid Commun. Mass Spectrom. 12:1998;1697.
5. Flammang R., Nguyen M.T., Bouchoux G., Gerbaux P. Int. J. Mass Spectrom. 202:2000;8.
6. Bouchoux G., Espagne A. Chem. Phys. Lett. 348:2001;329.
7. (a) Hop C.E.C.A., Chen H., Ruttink P.J.A., Holmes J.L. Org. Mass Spectrom. 26:1991;679;
8. (b) McGibbon G.A., Burgers P.C., Terlouw J.K. Int. J. Mass Spectrom. Ion Process. 136:1994;191;
9. (c) Ruttink P.J.A., Burgers P.C., Terlouw J.K. Int. J. Mass Spectrom. Ion Process. 145:1995;35.
10. Kofel P., Alleman M., Kelerhals H.P., Wanczek K.P. Int. J. Mass Spectrom. Ion Process. 65:1985;97.
11. Su T., Chesnavich W. J. Chem.Phys. 76:1982;5183.
12. 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. Burant, 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, 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, Gaussian 98, Revision A.6, Gaussian Inc., Pittsburgh, PA, 1998.
13. Curtiss L.A., Raghavachari K., Redfern P.C., Pople J.A. J. Chem. Phys. 106:1997;1063.
14. Curtiss L.A., Redfern P.C., Smith B.J., Radom L. J. Chem. Phys. 104:1996;5148.
15. Nicolaides A., Rauk A., Glukhovtsev M.N., Radom L. J. Phys. Chem. 100:1996;17460.
16. Abebe M., Maccoll A., Bowen R.D. Eur. J. Mass Spectrom. 3:1997;197.
17. Kreft D., Grutzmacher H.-F. Eur. J. Mass Spectrom. 4:1998;63.
18. (a) Loos J., Schröder D., Zummack W., Schwarz H., Thissen R., Dutuit O. Int. J. Mass Spectrom. 214 (2002) 105;
19. (b) M. Semialjac, J. Loos, D. Schröder, H. Schwarz, Int. J. Mass Spectrom. 214 (2002) 129;
20. (c) D. Schröder, J. Loos, M. Semialjac, T. Weiske, H. Schwarz, G. Höne, R. Thissen, O. Dutuit, Int. J. Mass Spectrom. 214 (2002) 155.
21. (a) Bell R.P. Proc. Roy. Soc. London. A154 (1936) 414;
22. (b) Evans M.G., Polanyi M. Trans. Faraday Soc. 32 (1936) 1333.
23. Camaioni D.M., Autrey S.T., Salinas T.B., Franz J.A. J. Am. Chem. Soc. 118:1996;2013.
24. Bouchoux G., Luna A., Tortajada J. Int. J. Mass Spectrom. Ion Process. 167/168:1997;353.
25. Hunter E.P.L., Lias S.G. J. Phys. Chem. Ref. Data. 27:1998;413.
26. S.G. Lias, J.E. Bartmess, in: W.G. Mallard, P.J. Linstrom (Eds.), NIST Chemistry Webbook, WIST Standard Reference Database No. 69, National Institute of Standards and Technology, Gaithersburg, MD, 2000 ( http//webbook.nist.gov ).
27. W. Tsang, in: J.A.M. Simoes, A.Greenberg, J.F. Liebman (Eds.), Energetics of Organic Free Radicals, Blakie Academic, London, 1996.