Flash vacuum thermolysis generation and a UV-photoelectron spectroscopy study of the N-substituted iminoacetonitriles

Tetrahedron

Volumn 65, Issue 45, 2009, Pages 9322-9327

  Chrostowska, Anna ^a   Dargelos, Alain ^a   Graciaa, Alain ^a   Khayar, Saïd ^a   Leśniak, Stanisław ^b   Nazarski, Ryszard B ^b   Nguyen, Thi Xuan Mai ^a   Maciejczyk, Małgorzata ^a   Rachwalski, Michał ^b  

^a UNIVERSITÉ DE PAU ET DES PAYS DE L'ADOUR   (France)

^b UNIVERSITY OF LODZ   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

1 ALLYL 2 CYANO 3 PHENYLAZETIDINE; 1 CYANOMETHYL 1 AZA 1,3 BUTADIENE; 1,3 BUTADIENE; 2 PROPENYLIDENE GLYCINNITRILE; ACETONITRILE; ALLYL COMPOUND; AZETIDINE DERIVATIVE; CARBON; N ALLYLIMINOACETONITRILE; N BENZYLIMINOACETONITRILE; NITROGEN; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; FRAGMENTATION REACTION; IONIZATION; ISOMER; PRIORITY JOURNAL; QUANTUM CHEMISTRY; SUBSTITUTION REACTION; TEMPERATURE SENSITIVITY; ULTRAVIOLET RADIATION; X RAY PHOTOELECTRON SPECTROSCOPY;

EID: 70349976783     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.09.008     Document Type: Article

References (45)

1. Boyer J.H., and Dabek H. J. Chem. Soc., Chem. Commun. (1970) 1204-1205
2. Boyer J.H., and Kooi J. J. Am. Chem. Soc. 98 (1976) 1099-1103
3. Ferris J.P., and Hagan W.J. Tetrahedron 40 (1984) 1093-1120
4. Feris J.P., Joshi P.C., Edelson E.H., and Lawless J.G. J. Mol. Evol. 11 (1978) 293-311
5. Takeo H., Sugie M., Matsumara C., Hamada Y., and Tsuboi M. Chem. Phys. Lett. 123 (1986) 229-232
6. Wentrup C., Lorenčak P., Maquestiau A., and Flammang R. Chem. Phys. Lett. 137 (1987) 241-244
7. Lorencǎk P., Raabe G., Radziszewski J.J., and Wentrup C. J. Chem. Soc., Chem. Commun. (1986) 916-918
8. Evans R.A., Lorencǎk P., Ha T.-K., and Wentrup C. J. Am. Chem. Soc. 113 (1991) 7261-7276
9. Evans R.A., Lacombe S.M., Simon M.J., Pfister-Guillouzo G., and Wentrup C. J. Phys. Chem. 96 (1992) 4801-4804
10. Feris J.P., Donner D.B., and Lotz W. J. Am. Chem. Soc. 94 (1972) 6968-6974
11. Fuchter M.J., Beall L.S., Baum S.M., Montalban A.G., Sakellariou E.G., Mani N.S., Miller T., Vesper B.J., White A.J.P., Williams D.J., Barrett A.G.M., and Hoffman B.M. Tetrahedron 61 (2005) 6115-6130
12. Perosa A., Selva M., and Tundo P. Tetrahedron Lett. 40 (1999) 7573-7576
13. Amos D.T., Renslo A.R., and Danheiser R.L. J. Am. Chem. Soc. 125 (2003) 4970-4971
14. Su M.-D. Organometallics 23 (2004) 2507-2509
15. Maloney K.M., and Danheiser R.L. Org. Lett. 7 (2005) 3115-3118
16. Xiang Y.-B., Drenkard S., Baumann K., Hickey D., and Eschenmoser A. Helv. Chim. Acta 77 (1994) 2209-2250
17. Leśniak S. Pol. J. Chem. 69 (1995) 1490-1496
18. Agami C., Couty F., and Evano G. Tetrahedron: Asymmetry 13 (2002) 297-302
19. Couty F., and Prim D. Tetrahedron: Asymmetry 13 (2002) 2619-2624
20. Tsuge O., Ueno K., Kanemasa S., and Yorozu K. Bull. Chem. Soc. Jpn. 59 (1986) 1809-1824
21. Ksander G., Bold G., Lattmann R., Lehmann C., Früh T., Xiang Y.-B., Inomata K., Buser K.-P., Schreiber J., Zass E., and Eschenmoser A. Helv. Chim. Acta 70 (1987) 1115-1172
22. Stratmann R.E., Scuseria G.E., and Frisch M.J. J. Chem. Phys. 109 (1998) 8218-8224
23. Casida M.E., Jamorski C., Casida K.C., and Salahub D.R. J. Chem. Phys. 108 (1998) 4439-4449
24. Becke A.D. Phys. Rev. 38 (1988) 3098-3100
25. Becke A.D. J. Chem. Phys. 98 (1993) 5648-5652
26. Lee C., Yang W., and Parr R.G. Phys. Rev. B37 (1988) 785-789
27. von Niessen W., Schirmer J., and Cederbaum L.S. Comput. Phys. Rep. 1 (1984) 57-125
28. Ortiz J.V. J. Chem. Phys. 89 (1988) 6348-6352
29. Lemierre V., Chrostowska A., Dargelos A., and Chermette H. J. Phys. Chem. A 109 (2005) 8348-8355
30. Kimura K., Katsumata S., Achiba Y., Yamazaki T., and Iwata S. Handbook of HeI Photoelectron Spectra of Fundamental Organic Molecules (1981), Halsted, New York, NY
31. Peel J.B., and Willett G.D. J. Chem. Soc., Faraday Trans. 71 (1975) 1799-1804
32. Martin G., Ascanio J., and Rodriguez J. Int. J. Chem. Kinet. 27 (1995) 99-108
33. Elbel S., Bergman H., and Enblin W. J. Chem., Soc. Faraday Trans. 2 (1974) 555-559
34. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Zakrzewski V.G., Montgomery J.A., Stratman 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 S., 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., Baboul A.G., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Gomperts R., Martin R., Fox D.J., Keith D.T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Gonzalez C., Challacombe M., Gill P.M.W., Jonhson B., Chen W., Wong M.W., Andres J.L., Head-Gordon M., Replogle E.S., and Pople J.A. Gaussian 98. Revision A.7 (1998), Gaussian, Pittsburgh, PA
35. Parr R.G., and Yang W. Functional Theory of Atoms and Molecules (1989), Oxford University Press, New York, NY
36. Frish M.J., Trucks G.W., and Cheeseman J.R. Systematic Model Chemistries Based on Density Functional Theory: Comparison with Traditional Models and with Experiment. In: Semminario J.M. (Ed). Recent Development and Applications of Modern Density Functional Theory, Theoretical and Computational Chemistry Vol. 4 (1996), Elsevier Science B.V, Amsterdam-Lausanne-New York-Oxford-Shannon-Tokyo 679-707
37. Arduengo A.J., Bock H., Chen H., Denk M., Dixon D.A., Green J.C., Hermann W.A., Jones N.L., Wagner M., and West R. J. Am. Chem. Soc. 116 (1994) 6641-6649
38. Muchall H., Werstiuk N., Pitters J., and Workentin M. Tetrahedron 55 (1999) 3767-3778
39. Muchall H., Werstiuk N., Choudury B., Ma J., Warkentin J., and Pezacki J. Can. J. Chem. 76 (1998) 238-240
40. Muchall H., Werstiuk N., and Choudury B. Can. J. Chem. 76 (1998) 221-227
41. Muchall H., and Rademacher P. J. Mol. Struct. 471 (1998) 189-194
42. Stowasser R., and Hoffmann R. J. Am. Chem. Soc. 121 (1999) 3414-3420
43. Joantéguy S., Pfister-Guillouzo G., and Chermette H. J. Phys. Chem. 103 (1999) 3505-3511
44. Chrostowska A., Miqueu K., Pfister-Guillouzo G., Briard E., Levillain J., and Ripoll J.-L. J. Mol. Spectrosc. 205 (2001) 323-330
45. Bartnik R., Baylère P., Chrostowska A., Galindo A., Lesniak S., and Pfister-Guillouzo G. Eur. J. Org. Chem. (2003) 2475-2479