Theoretical studies of azapentalenes. Part 4: Theoretical study of the properties of 3a,6a-diazapentalene

Tetrahedron

Volumn 65, Issue 29-30, 2009, Pages 5760-5766

  Alkorta, Ibon ^a   Blanco, Fernando ^a   Elguero, José ^a  

^a INSTITUTO DE QUÍMICA MÉDICA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

3A,6A DIAZAPENTALENE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CRYSTAL STRUCTURE; DENSITY FUNCTIONAL THEORY; HYDROGEN BOND; INFRARED SPECTROSCOPY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; PROTON TRANSPORT; RING OPENING; ULTRAVIOLET SPECTROSCOPY;

EID: 66949165079     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.05.017     Document Type: Article

References (54)

1. Chem. Abstr. (1972-1976) 9th Collective Index, 33454CS
2. Elguero J., Claramunt R.M., and Summers A.J.H. Adv. Heterocycl. Chem. 22 (1978) 183-320 (see pages 262 and 293)
3. Katritzky A.R., and Rees C.W. Comprehensive Heterocyclic Chemistry Vol. 8 (1984), Pergamon, Oxford p 48
4. Ramsden C.A. Tetrahedron 33 (1977) 3193-3202
5. Solomons T.W.G., and Fowler F.W. Chem. Ind. (London) (1963) 1462-1464
6. Solomons T.W.G., Fowler F.W., and Calderazzo J. J. Am. Chem. Soc. 87 (1965) 528-531
7. Solomons T.W.G., and Voigt C.F. J. Am. Chem. Soc. 87 (1965) 5256-5256
8. Solomons T.W.G., and Voigt C.F. J. Am. Chem. Soc. 88 (1966) 1992-1994
9. Trofimenko S. J. Am. Chem. Soc. 87 (1965) 4393-4394
10. Trofimenko S. J. Am. Chem. Soc. 88 (1966) 5588-5592
11. Claramunt R.M., Trofimenko S., Rozas I., and Elguero J. Spectrosc. 13 (1996/1997) 113-123
12. Matsumoto K., and Uchida T. Chem. Lett. (1978) 1093-1094
13. Matsumoto M., Iida H., Hinomoto T., and Uchida T. J. Chem. Res., Synop. (1995) 338-339
14. Matsumoto M., Iida H., Katsura H., Machiguchi T., Uekusa H., and Ohashi Y. J. Chem. Soc., Perkin Trans. 1 (1996) 2333-2335
15. Galasso V., and De Alti G. Theor. Chem. Acc. 11 (1968) 411-416
16. Chuiguk V.A. Chem. Heterocycl. Compd. 19 (1983) 1-13
17. Allen F.H. Acta Crystallogr. B58 (2002) 380-388
18. Allen F.H., and Motherwell W.D.S. Acta Crystallogr. B58 (2002) 407-422 CSD database version 5.30 (November 2008)
19. Silvi B., Fourre I., and Alikhani M.E. Monatsh. Chem. 136 (2005) 855-879
20. Callahan M.P., Crews B., Abo-Riziq A., Grace L., de Vries M.S., Gengeliczki Z., Holmes T.M., and Hill G.A. Phys. Chem. Chem. Phys. 9 (2007) 4587-4591
21. Andersson M.P., and Uvdal P. J. Phys. Chem. A 109 (2005) 2937-2941
22. Cavero E., Giménez R., Uriel S., Beltrán E., Serrano J.L., Alkorta I., and Elguero J. Cryst. Growth Des. 8 (2008) 838-847
23. Blanco F., Alkorta I., and Elguero J. Magn. Reson. Chem. 45 (2007) 797-800
24. Schleyer P.v.R., Maerker C., Dransfeld A., Jiao H., and Hommes N.v.E. J. Am. Chem. Soc. 118 (1996) 6317-6318
25. Alkorta I., Blanco F., and Elguero J. J. Mol. Struct. Theochem. 851 (2008) 75-83
26. Alkorta I., Blanco F., and Elguero J. Tetrahedron 64 (2008) 3826-3836
27. Alkorta I., Blanco F., and Elguero J. J. Phys. Chem. A 112 (2008) 1817-1822
28. Perlmutter H.D. Adv. Heterocycl. Chem. 46 (1989) 1-72
29. Doxsee K.M. In: Katritzky A.R., Rees C.W., and Scriven E.F.V. (Eds). Comprehensive Heterocyclic Chemistry II. Eight-membered Rings with Two Heteroatoms 1,5 Vol. 9 (1996), Elsevier, Oxford 591-650
30. Alkorta I., Picazo O., and Elguero J. J. Phys. Chem. A 110 (2006) 2259-2268
31. Gompper R., Noth H., Rattay W., Schwarzensteiner M.L., Spes P., and Wagner H.U. Angew. Chem., Int. Ed. Engl. 26 (1987) 1039-1041
32. Enjalbal C., Aubagnac J.L., Trofimenko S., Claramunt R., Sanz D., and Elguero J. J. Heterocycl. Chem. 35 (1998) 1405-1412
33. Alkorta I., Rozas I., and Elguero J. Chem. Soc. Rev. 27 (1998) 163-170
34. Rozas I., Alkorta I., and Elguero J. J. Phys. Chem. A 102 (1998) 9925-9932
35. Alkorta I., Barrios L., Rozas I., and Elguero J. J. Mol. Struct. (Theochem) 496 (2000) 131-137
36. Mata I., Alkorta I., Espinosa E., Molins E., and Elguero J. Topological Properties of the Electron Distribution in Hydrogen Bonded Systems. In: Matta C.F., and Boyd R.J. (Eds). The Quantum Theory of Atoms in Molecules (2007), Wiley-VCH, Weinheim
37. Becke A.D. J. Chem. Phys. 98 (1993) 5648-5652
38. Lee C., Yang W., and Parr R.G. Phys. Rev. B 37 (1988) 785-789
39. Møller C., and Plesset M.S. Phys. Rev. 46 (1934) 618-622
40. Frisch M.J., Pople J.A., Krishnam R., and Binkley J.S. J. Chem. Phys. 80 (1984) 3265-3269
41. Stratmann R.E., Scuseria G.E., and Frisch M.J. J. Chem. Phys. 109 (1998) 8218-8224
42. Glendening E.D., and Weinhold F. J. Comput. Chem. 19 (1998) 593-609
43. Weinhold F., and Landis C.R. Valency and Bonding. A Natural Bond Orbital Donor-Acceptor Perspective (2005), Cambridge Press, Cambridge
44. Badenhoop J.K., Reed A.E., Carpenter J.E., Bohmann J.A., Morales C.M., and Weinhold F. NBO 5.G.E.D. Glendening (2004), Theoretical Chemistry Institute, University of Wisconsin, Madison, WI
45. Gamess Version 11. Schmidt M.W., Baldridge K.K., Boatz J.A., Elbert S.T., Gordon M.S., Jensen J.H., Koseki S., Matsunaga N., Nguyen K.A., Su S.J., Windus T.L., Dupuis M., and Montgomery J.A. J. Comput. Chem. 14 (1993) 1347-1363
46. Bader R.F.W. Atoms in Molecules: A Quantum Theory. In: Halpen J., and Green M.L.H. (Eds). The International Series of Monographs of Chemistry (1990), Clarendon, Oxford
47. Bieger-König F.W., Bader R.F.W., and Tang T.H. J. Comput. Chem. 3 (1982) 317-328
48. Biegler-König, F. W; Schönbom, J. AIM2000, 2nd ed; Büro Für Innovative Software: Bielefeld, Germany, 2002.
49. Keith, T. A. AIMAll program (Version 08.11.29), 2008 (aim.tkgristmill.com).
50. Alkorta I., and Picazo O. ARKIVOC ix (2005) 305-320
51. Becke A.D., and Edgecombe K.E. J. Chem. Phys. 92 (1990) 5397-5403
52. Silvi B., and Savin A. Nature 371 (1994) 683-689
53. Noury S., Krokidis X., Fuster F., and Silvi B. TopMod Package (1997), Universite Pierre et Marie Curie, Paris
54. Comput. Chem. 23 (1999) 597