About possibility of the triplet mechanism of the Meerwein reaction

Journal of Molecular Structure: THEOCHEM

Volumn 952, Issue 1-3, 2010, Pages 1-7

  Bondarchuk, Sergey V ^a   Minaev, Boris F ^a  

^a CHERKASY NATIONAL UNIVERSITY   (Ukraine)

Author keywords

Density functional theory; Meerwein reaction; Spin catalysis; Spin orbit coupling; Triplet unsaturated compounds

Indexed keywords

EID: 77954817133     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.theochem.2010.04.025     Document Type: Article

References (67)

1. Molinaro C., Mowat J., Gosselin F., O'Shea P.D., Marcous J.-F., Angelaud R., Davies I.W. J. Org. Chem. 2007, 72:1856.
2. Peng Y., Lin Z., Huang J., Chen N. Dyes Pigm. 2005, 67:145.
3. Hultsch C., Blank O., Wester H.J., Heinrich M.R. Tetrahedron Lett. 2008, 49:1881.
4. Grishchuk B.D., Vlasik L.I., Baranovskii V.S., Blinder A.V., Gorbovoi P.M. Pharm. Chem. J. 2002, 36:83.
5. Grishchuk B.D., Klimnyuk S.I., Baranovskii V.S., Boichak O.V., Gorbovoi P.M. Pharm. Chem. J. 2001, 35:498.
6. Grishchuk B.D., Klimnyuk S.I., Baranovskii V.S., Boichak O.V., Gorbovoi P.M. Pharm. Chem. J. 2001, 35:373.
7. Grishchuk B.D., Gorbovoi P.M., Zagrichuk G.Ya., Vlasik L.I., Blinder A.V., Brodin S.V. Pharm. Chem. J. 1999, 33:84.
8. Gorbovoi P.M., Zagrichuk G.Ya., Blinder A.V., Vlasik L.I., Grishchuk B.D. Pharm. Chem. J. 1999, 33:22.
9. Grishchuk B.D., Gorbovoi P.M., Vlasik L.I., Blinder A.V., Kudrik E.Ya. Pharm. Chem. J. 1997, 31:606.
10. Obushak N.D., Matiichuk V.S., Vasylyshin R.Ya., Ostapyuk Yu.V. Russ. J. Org. Chem. 2004, 40:383.
11. Karpyak V.V., Obushak N.D., Ganushchak N.I. Chem. Heterocycl. Comp. 1997, 33:1121.
12. Oleinik A.F., Modnikova G.A., Novitskii K.Yu., Novitskaya N.A. Pharm. Chem. J. 1978, 12:1432.
13. Oleinik A.F., Modnikova G.A., Vozyakova T.I., Burgova E.N., Novitskii K.Yu. Chem. Heterocycl. Comp. 1975, 11:452.
14. Oleinik A.F., Vozyakova T.I., Modnikova G.A., Novitskii K.Yu. Chem. Heterocycl. Comp. 1972, 8:441.
15. Filler R., White A.B., Taqui-Khan B., Gorelic L. Can. J. Chem. 1967, 45:329.
16. Meerwein H., Büchner E., van Emster K. J. Prakt. Chem. 1939, 152:237.
17. Grishchuk B.D., Gorbovoi P.M., Ganushchak N.I., Dombrovskii A.V. Russ. Chem. Rev. 1994, 63:257. and references therein.
18. Dombrovskii A.V. Russ. Chem. Rev. 1984, 53:943. and references therein.
19. Obushak M.D., Lyakhovych M.B., Ganushchak M.I. Tetrahedron Lett. 1998, 39:9567.
20. Obushak N.D., Lyakhovich M.B., Bilaya E.E. Russ. J. Org. Chem. 2002, 38:38.
21. Köppel H., Domcke W., Cederbaum L.S., von Niessen W. J. Chem. Phys. 1978, 69:4252.
22. Shiotani M., Nagata Y., Sohma J. J. Am. Chem. Soc. 1984, 106:4640.
23. Abrams M.L., Valeev E.F., Sherrill C.D. J. Phys. Chem. A 2002, 106:2671.
24. Engels B., Huang M.B., Lunell S., Salhibenachenhou N. Chem. Phys. 1998, 236:53.
25. Hendy N.C., Nobes R.H., Werner H.-J. Chem. Phys. Lett. 1984, 110:459.
26. Laidig W.D., Schaefer H.F. J. Am. Chem. Soc. 1979, 101:7184.
27. Kohn W., Sham L.J. Phys. Rev. A 1965, 140:1133.
28. Becke A.D. J. Chem. Phys. 1993, 98:5648.
29. Lee C., Yang W., Parr R.G. Phys. Rev. B 1988, 37:785.
30. Hehre W.J., Radom L., Schleyer P.v.R., Pople J.A. Ab Initio Molecular Orbital Theory 1986, Wiley, New York.
31. M.J. Frisch et al., Gaussian 03, Revision B.03, Gaussian Inc., Pittsburgh, PA, 2003.
32. A.V. Dombrovskii, Reactions and Methods for Investigation of Organic Compounds, in: B.A. Kazanskii et al. (Ed.), vol. 11, Khimiya, Moscow, 1962, pp 285-373 (in Russian).
33. Bagli J.F., L'Écuyer P. Can. J. Chem. 1961, 39:1037.
34. Minaev B.F., Bondarchuk S.V., Gîrţu M.A. J. Mol. Struct. (THEOCHEM) 2009, 904:14.
35. Minaev B.F., Bondarchuk S.V. Russ. J. Appl. Chem. 2009, 82:840.
36. Kalnin'sh K.K., Semenov S.G. Russ. J. Appl. Chem. 2003, 76:1543.
37. Plachkevytch O., Minaev B., Ågren H. J. Phys. Chem. 1996, 100:8308.
38. Kalnin'sh K.K., Semenov S.G., Panarin E.F. Doklady Chem. 2003, 390:123.
39. Kalnin'sh K.K. Phys. Chem. Chem. Phys. 2001, 3:4542.
40. Minisci F. Acc. Chem. Res. 1975, 8:165.
41. Schrauzer G.N. Chem. Ber. 1961, 94:1891.
42. Kochi J.K. J. Am. Chem. Soc. 1957, 79:2942.
43. Gasper S.M., Devadoss C., Schuster G.B. J. Am. Chem. Soc. 1995, 117:5206.
44. Tsuda M., Oikawa S. J. Photopolym. Sci. Technol. 1990, 3:249.
45. Lee W.E., Calvert J.G., Malmberg E.W. J. Am. Chem. Soc. 1961, 83:1928.
46. Canning P.S.J., McCrudden K., Maskill H., Sexton B. J. Chem. Soc., Perkin Trans. 1999, 2:2735.
47. Swain C.G., Sheats J.E., Harbison K.G. J. Am. Chem. Soc. 1975, 97:783.
48. Broxton T.J., Bunnett J.F., Paik C.H. J. Org. Chem. 1977, 42:643.
49. Laali K.K., Rasul G., Prakash G.K.S., Olah G.A. J. Org. Chem. 2002, 67:2913.
50. Aschi M., Harvey J.N. J. Chem. Soc., Perkin Trans. 1999, 2:1059.
51. Dill J.D., Schleyer P.v.R., Pople J.A. J. Am. Chem. Soc. 1977, 99:1.
52. Minaev B.F., Lunell S. Zeitschr. Phys. Chem. 1993, 182:263.
53. Chiu Y.-N. J. Chem. Phys. 1972, 56:4882.
54. Hoijtink G.J. Mol. Phys. 1960, 3:67.
55. Lyakhovich M.B., Gasanov R.G., Obushak N.D., Ganushchak N.I., Todres Z.V. Russ. Chem. Bull. 1991, 40:1093.
56. Mella M., Coppo P., Guizzardi B., Fagnoni M., Freccero M., Albini A. J. Org. Chem. 2001, 66:6344.
57. Guizzardi B., Mella M., Fagnoni M., Freccero M., Albini A. J. Org. Chem. 2001, 66:6353.
58. Protti S., Fagnoni M., Mella M., Albini A. J. Org. Chem. 2004, 69:3465.
59. A.Yu. Fesak, Ph.D. Dissertation, Lviv Polytechnic National University, Ukraine, 2007.
60. Müller U., Utterodt A., Mörke W., Deubzer B., Herzig Ch. J. Photochem. Photobiol. A: Chem. 2001, 140:53.
61. Minaev B.F., Ågren H. EPA Newsletter 1999, 65:7.
62. Minaev B.F. Spectrochim. Acta A 2004, 60:3213.
63. Minaev B.F., Tunell I., Salek P., Loboda O., Vahtras O., Ågren H. Mol. Phys. 2004, 102:1391.
64. Minaev B.F. Russ. Chem. Rev. 2007, 76:989.
65. Harvey J.N., Aschi M., Schwarz H., Koch W. Theor. Chem. Acc. 1998, 99:95.
66. Borowski T.B., Bassan A., Richards N.G.J., Siegbahn P.E.M. J. Chem. Theory Comput. 2005, 1:686.
67. Minaev B.F. J. Mol. Catal. A Chem. 2001, 171:53.