Ab initio study of the barrier to internal rotation in simple amides 1. N,N-dimethylformamide and n,n-dimethylcarbamic halogenides

Journal of Molecular Structure

Volumn 484, Issue 1-3, 1999, Pages 39-47

  Vassilev, Nikolay G ^a   Dimitrov, Valentin S ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Bulgaria)

Author keywords

Ab initio SCF study; Amides; Barrier to internal rotation

Indexed keywords

CARBAMIC ACID DERIVATIVE; HALIDE; N,N DIMETHYLFORMAMIDE;

ARTICLE; CALCULATION; CHEMICAL ANALYSIS; CHEMICAL BINDING; CHEMICAL STRUCTURE; ENERGY; NUCLEAR MAGNETIC RESONANCE;

EID: 0033535905     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-2860(98)00896-5     Document Type: Article

References (35)

1. Gutowsky H.S., Holm C.H. J. Chem. Phys. 25:1956;1228.
2. Frankel G., Franconi C. J. Am. Chem. Soc. 82:1960;4478.
3. Rogers M.T., Woodbrey J.C. J. Phys. Chem. 66:1962;540.
4. Fryer C.W., Conti F., Franconi C. Ric. Sci. Rend Sez. A. 35:(2):1965;788.
5. Neuman R.C. Jr, Young L.B. J. Phys. Chem. 69:1965;2570.
6. Conti F., von Philipsborn W. Helv. Chim. Acta. 50:1967;603.
7. Rabinovitz M., Pines A. J. Am. Chem. Soc. 91:1969;1585.
8. Calzolari A., Conti F., Franconi C. J. Chem. Soc. B. 1970;555.
9. Drakenberg T., Dahlquist K., Forsen S. J. Phys. Chem. 76:1972;2178.
10. Neuman R.C., Jonas V. J. Org. Chem. 39:1974;929.
11. Ross B.D., True N.S. J. Am. Chem. Soc. 106:1984;2451.
12. Dimitrov V.S., Ladd J.A. J. Mol. Struct. 159:1987;107.
13. Gao J. J. Am. Chem. Soc. 115:1993;2930.
14. Wiberg K.B., Rablen P.R., Rush D.J., Keith T.A. J. Am. Chem. Soc. 117:1995;4261.
15. Reeves L.W., Shaw K.N. Can. J. Chem. 49:1971;3671.
16. Feigel M. J. Phys. Chem. 87:1983;3054.
17. Allan E.A., Hobson R.F., Reeves L.W., Shaw K.N. J. Am. Chem. Soc. 94:1972;6604.
18. Ross B.D., Wong L.T., True N.S. J. Phys. Chem. 89:1985;836.
19. Duffy E.M., Severance D.L., Jorgensen W.L. J. Am. Chem. Soc. 114:1992;7535.
20. Wiberg K.B., Breneman K.E. J. Am. Chem. Soc. 114:1992;831.
21. Wiberg K.B., Hadad C.M., Rablen P.R., Cioslowski J. J. Am. Chem. Soc. 114:1992;8644.
22. Wiberg K.B., Rablen P.R. J. Am. Chem. Soc. 115:1993;9234.
23. Laiding K.E., Cameron L.M. J. Am. Chem. Soc. 118:1996;1737.
24. Lauvergnat D., Hiberty P.C. J. Am. Chem. Soc. 119:1997;9478.
25. 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., Windus T.L., Dupuis M., Mongomery J.A. Jr. J. Comput. Chem. 14:1993;1347.
26. Hehre W.J., Radom L., Schleyer P.v.R., Pople J.A. Ab initio molecular orbital theory. 1986;Wiley, New York.
27. Binning R.C. Jr, Curtiss L.A. J. Comput. Chem. 11:1990;1206.
28. McLean A.D., Chandler G.S. J. Chem. Phys. 72:1980;5639.
29. Curtiss L.A., McGrath M.P., Blaudeau J.-P., Davis N.E., Binning R.C., Radom L. J. Chem. Phys. 103:1995;6104.
30. Vilkov L.V., Akishin P.A., Presnyakova V.M. Z. Strukt. Khim. 3:1962;5.
31. Schultz G., Hargittal I. J. Phys. Chem. 97:1993;4966.
32. Nelson R.D., Lide D.R., Maryott A.A. Selected values of electric dipole moments for molecules in the gas phase. Natl. Stand. Ref. Data Ser. - Natl. Bur. Studs. 10:1967.
33. Foresman J.B., Frisch A. Exploring chemistry with electronic structure methods. 2 :1996;Gaussian, Inc, Pittsburgh, PA.
34. Wunderlich M.D., Leung L.K., Sandberg J.A., Meyer K.D., Yoder C.H. J. Am. Chem. Soc. 100:1978;1500.
35. Crawford S.M.N., Taha A.N., True N.S., LeMaster C.B. J. Phys. Chem. A. 101:1997;4699.