Low-temperature EPR and quantum chemical study of lactone radical cations and their transformations

Radiation Physics and Chemistry

Volumn 73, Issue 4, 2005, Pages 206-212

  Naumov, S ^a   Janovsky I ^a   Knolle, W ^a   Mehnert, R ^a   Turin, D A ^b  

^a LEIBNIZ INSTITUTE OF SURFACE ENGINEERING IOM   (Germany)

^b MOSCOW STATE UNIVERSITY   (Russian Federation)

Author keywords

DFT calculations; EPR spectra; Intramolecular H shift; Lactone; Radical cations

Indexed keywords

ACTIVATION ENERGY; OXYGEN; PARAMAGNETIC RESONANCE; POSITIVE IONS; QUANTUM THEORY; RADIOLYSIS;

CARBONYL OXYGEN; LACTONE; QUANTUM CHEMICAL STUDY; RADICAL CATIONS;

KETONES;

BETA BUTYROLACTONE; CARBONYL DERIVATIVE; CATION; HYDROGEN; LACTONE DERIVATIVE; OXYGEN; UNCLASSIFIED DRUG;

ARTICLE; ATOM; CALCULATION; ELECTRON SPIN RESONANCE; LOW TEMPERATURE; PROTON TRANSPORT; QUANTUM CHEMISTRY; RING OPENING;

EID: 19344364628     PISSN: 0969806X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.radphyschem.2004.09.024     Document Type: Article

References (15)

1. A.D. Becke Density-functional thermochemistry. III. The role of exact exchange J. Chem. Phys. 98 1993 5648 5652
2. A.D. Becke Density-functional thermochemistry. IV. A new dynamical correlation functional and implications for exact-exchange mixing J. Chem. Phys. 104 1996 1040 1046
3. D.R. Duling Simulation of multiple spin-trap EPR spectra J. Magn. Reson. Ser.B 104 1994 105 110
4. 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, 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.G. Johnson, W. Chen, M.W. Wong, J.L. Andres, M. Head-Gordon, E.S. Replogle, and J.A. Pople GAUSSIAN 98 (Revision A.11) 2001 Gaussian, Inc. Pittsburgh, PA
5. N.S. Gandhi, D.N. Ramakrishna Rao, and M.C.R. Symons Radical cations of organic carbonates, trimethyl borate and methyl nitrate J. Chem. Faraday Trans. 1 82 1986 2367 2376
6. W. Knolle, V.I. Feldman, I. Janovský, S. Naumov, R. Mehnert, H. Langguth, F.F. Sukhov, and A.Yu. Orlov EPR study of methyl and ethyl acrylate radical cations and their transformations in low-temperature matrices J. Chem. Soc. Perkin Trans. 2 2002 687 699
7. W. Knolle, I. Janovský, S. Naumov, and R. Mehnert Low-temperature EPR study of radical cations of 2,5- and 2,3-dihydrofuran and their transformations in freon matrices J. Chem. Soc. Perkin Trans. 2 11 1999 2447 2453
8. C. Lee, W. Yang, and R.G. Parr Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Phys. Rev. B 37 2 1988 785 789
9. D.T. Leeck, K.M. Stirk, L.C. Zeller, L.K.M. Kiminkinen, L.M. Castro, P. Vainiatalo, and H.I. Kenttämaa The long-lived radical cations of simple carbon esters isomerize to lowest-energy structure J. Am. Chem. Soc. 116 1994 3028 3038
10. J. Rideout, and M.C.R. Symons Electron spin resonance spectra of ester radical cations; evidence for hydrogen atom migration J. Chem. Perkin Trans. II 1986 625 628
11. J. Rideout, M.C.R. Symons, S. Swarts, B. Besler, and M.D. Sevilla An electron spin resonance study of lactone radical cations formed in γ-irradiated freon matrices J. Phys. Chem. 89 1985 5251 5255
12. M.D. Sevilla, D. Becker, C.L. Sevilla, and S. Swarts Reactions of the methyl and ethyl formate cation radicals deuterium isotope effects J. Phys. Chem. 89 1985 633 636
13. M. Shiotani, Y. Nagata, and J. Sohma Electron spin resonance studies on propene radical cation J. Phys. Chem. 88 1984 4078 4082
14. +HOH) J. Am. Chem. Soc. 114 1992 1151 1156
15. M. Tabata, A. Lund, and P.O. Samskog Cationic and polymeric radicals of vinyl monomers in halogenated matrices an ESR and SCF MO study J. Polym. Sci. A, Polym. Chem. 26 1988 2725 2736