Ionized Benzonitrile and its distonic isomers in the gas phase

[en] The dehydrobenzonitrilium distonic radical cations a-c, isomers of benzonitrile radical cation d, were prepared by collisional dehalogenation of protonated halogenobenzonitriles and characterized by tandem mass spectrometry (MS/MS/MS experiments and ion-m

Disciplines :

Chemistry

Author, co-author :

Flammang, Robert

Barbieux-Flammang, Monique

Gualano, Emmanuel

Gerbaux, Pascal

Le, Hung Thanh

Nguyen, Minh Tho

Turecek, Frantisek

Vivekananda, Shetty

Language :

English

Title :

Ionized Benzonitrile and its distonic isomers in the gas phase

Publication date :

01 January 2001

Journal title :

Journal of Physical Chemistry. A

ISSN :

1089-5639

eISSN :

1520-5215

Publisher :

American Chemical Society, Washington, United States - District of Columbia

Volume :

105

Issue :

Pages :

8579-8587

Peer reviewed :

Peer Reviewed verified by ORBi

Research unit :

S836 - Synthèse et spectrométrie de masse organiques

Commentary :

Publié en ligne le 26 août 2001

Available on ORBi UMONS :

since 10 July 2010

Statistics

Number of views

16 (0 by UMONS)

Number of downloads

0 (0 by UMONS)

More statistics

Scopus citations^®

Scopus citations^®
without self-citations

OpenCitations

OpenAlex citations

Bibliography

Hammerum, S. Mass Spectrom. Rev. 1988, 7, 363.
Yates, B. F.; Bouma, W. J.; Radom, L. J. Am. Chem. Soc. 1984, 106, 5805.
Yates, B. F.; Bouma, W. J.; Radom, L. Tetrahedron 1986, 42, 6225.
Stirk, K. M.; Kiminkinen, L. K. M.; Kenttämaa, H. I. Chem. Rev. 1992, 92, 1649.
(a) Lavorato. D.; Terlouw, J. K.; Dargel, T. K.; Koch, W.; McGibbon, G. A.; Schwarz, H. J. Am. Chem. Soc. 1996, 118, 11898.
(b) Lavorato, D.; Terlouw, J. K.; McGibbon, G. A.; Dargel, T. K.; Koch, W.; Schwarz, H. Int. J. Mass Spectrom. 1998, 179/180, 7.
Gerbaux; P.; Barbieux-Flammang, M.; Van Haverbeke. Y.; Flammang, R. Rapid Commun. Mass Spectrom. 1999, 13, 1707.
McGibbon, G. A.; Heinemann, C.; Lavorato, D. J.; Schwarz, H. Angew. Chem. 1997, 109, 1572;
Angew. Chem., Int. Ed. Engl. 1997, 36, 1478.
McGibbon, G. A.; Hrusak, J.; Lavorato, D. J.; Schwarz, H.; Terlouw, J. KO. Chem. Eur. J. 1997, 3, 232.
(a) Dargel, T. K.; Koch, W.; Lavorato, D. L.; McGibbon, G. A.; Terlouw, J. K.; Schwarz, H. Int. J. Mass Spectrom. 1999, 185/186/187, 925.
(b) Lavorato, D. J.; Fell, L. M.; McGibbon, G. A.; Sen, S.; Terlouw, J. K.; Schwarz, H. Int. J. Mass Spectrom. 2000, 195/196, 71.
Flammang, R.; Barbieux-Flammang, M.; Le, H. T.; Nguyen, M. T.; Berthelot, J.; Tortajada, J. Int. J. Mass Spectrom. 2000, 199, 221.
(a) Chyall, L. J.; Kenttämaa, H. I. J. Am. Chem. Soc. 1994, 116, 3135.
(b) Chyall, L. J.; Kenttämaa, H. I. J. Mass Spectrom. 1995, 30, 81.
Polasek, M.; Turecek, F.; Gerbaux, P.; Flammang, R. J. Phys. Chem. A 2001, 105, 995.
Bateman, R. H.; Brown, J.; Lefevere, M.; Flammang, R.; Van Haverbeke, Y. Int. J. Mass Spectrom. Ion Processes 1992, 115, 205.
Flammang, R.; Van Haverbeke, Y.; Braybrook, C.; Brown, J. Rapid Commun. Mass Spectrom. 1995, 9, 975.
Turecek, F.; Gu, M.; Shaffer, S. A. J. Am. Soc. Mass Spectrom. 1992, 3, 493.
(a) Tsuzuki, T.; Asabe, Y. J. Chem. Eng. Data 1971, 16, 108.
(b) Lam, S.; Britton, D. Acta Crystallogr. 1974, B30, 1119.
(c) Biehl, E. R.; Stewart, W.; Marks, A.; Reeves, P. C. J. Org. Chem. 1979, 44, 3674.
(a) Lias, S. G.; Bartmess, J. E.; Liebman, J. F.; Holmes, J. L.; Levin, R. D.; Mallard, W. G. J. Phys. Chem. Reference Data 1988; 17: Supplement no. 1;
(b) Hunter, E. P. C.; Lias, S. G. J. Phys. Chem. Ref. Data 1998, 27, 413.
Lau, Y. K.; Kebarle, P. J. Am. Chem. Soc. 1976, 98, 7452.
Le, H. T.; Gerbaux, P.; Flammang, R.; Nguyen M. T. Chem. Phys. Lett. 2000, 323, 71.
Bordoli, R. S.; Bateman, R. H. Int. J. Mass Spectrom. Ion Processes 1992, 122, 243.
Yates, B. F.; Bouma, W. J.; Radom, L. J. Am. Chem. Soc. 1986, 108, 6545.
For a review, see: Schwarz, H. Top. Curr. Chem. 1978, 73, 232.
NIST library, #5639.
(a) Weiske, T.; van der Wel, H.; Nibbering, N. M. M.; Schwarz, H. Angew. Chem., Int. Ed. Eng. 1984, 23, 733.
(b) Gerbaux, P.; Flammang, R.; Mørkved, E. H.; Wong, M. W.; Wentrup, C. Tetrahedron Lett. 1998, 39, 533.
(c) Flammang, R.; Barbieux-Flammang, M.; Van Haverbeke, Y.; Luna, A.; Tortajada, J. J. Phys. Org. Chem. 2000, 13, 13.
(d) Gerbaux, P.; Flammang, R.; Pedersen, C. Th.; Wong, M. W. J. Phys. Chem. A 1999, 103, 3666.
Flammang, R. (to be published).
Gerbaux, P.; Barbieux-Flammang, M.; Van Haverbeke, Y.; Flammang, R. (to be published).
(a) Nelson, E. D.; Tichy, S. E.; Kenttämaa, H. I. J. Chem. Soc., Perkin Trans. 2 1999, 2267.
(b) Flammang, R.; Van Haverbeke, Y.; Gerbaux, P.; Nguyen, M. T. Tetrahedron Lett. 2001, 42, 669.
Stirk, K. M.; Orlowski, J. C.; Leeck, D. T.; Kenttämaa, H. I. J. Am. Chem. Soc. 1992, 114, 8604.
Leeck, D. T.; Kenttämaa, H. I. Org. Mass Spectrom. 1994, 29, 106.
For a recent review, see: Schalley C. A.; Hornung, G.; Schröder, D.; Schwarz, H. Chem. Soc. Rev. 1998, 27, 91.
Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria. G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A. Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, F.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Repogle, E. S.; Pople, J. A. Gaussian 98, Revision A.6; Gaussian Inc.: Pittsburgh, PA, 1998.
Parr R. G.; Yang, W. Density Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989.
(a) Becke, A. D. J. Chem. Phys. 1993, 98, 1372 and 5648.
(b) Stephens, P. J.; Devlin, F. J.; Chablowski, C. F.; Frisch, M. J. J. Phys. Chem. 1995, 99, 3093.
(a) Nguyen, M.; T.; Nguyen, TL.; Le, H. T. J. Phys. Chem. A 1999, 103, 5758.
(b) Gomez, P. C.; Pacios L. F. J. Phys. Chem. A 1999, 103, 739.
(c) Le, H. T.; Nguyen, T. L.; Lahem, D.; Flammang R.; Nguyen, M. T. Phys. Chem. Chem. Phys. 1999, 1, 755.
Nguyen, M. T.; Van Keer, A.; Vanquickenborne, L. G. J. Chem. Soc., Perkin Trans. 2 1996, 299.
Schwartz, J. C.; Wade, A. P.; Enke, C. G.; Cooks, R. G. Anal. Chem. 1990, 62, 1809.