Stereochemistry of N-acyltetrahydro-1,5-benzodiazepines using NMR spectra, X-ray crystallography and semiempirical MO calculations

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

Volumn 45, Issue 9, 2006, Pages 2059-2070

  Ponnuswamy, S ^a,b   Murugadoss, R ^a   Jeyaraman, R ^a   Thiruvalluvar, A ^a   Parthasarathy, V ^a  

^a BHARATHIDASAN UNIVERSITY   (India)

^b GOVERNMENT ARTS COLLEGE   (India)

Author keywords

1,5 Benzodiazepine; Benzoyl; Diacetyl; Diformyl; Energy barrier; Interconversions; Major conformers; Minor conformers; Phenylcarbamoyl; Semiempirical MO calculations; X ray

Indexed keywords

EID: 33750330809     PISSN: 03764699     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (21)

1. (a) Jeyaraman R, Thenmozhiyal J C, Murugadoss R & Venkatraj M, Indian J Chem, 38B, 1999, 325.
2. (b) Ponnuswamy S, Venkatraj M, Jeyaraman R, Sureshkumar M, Kumaran D & Ponnuswamy M N, Indian J Chem, 41B, 2002, 614.
3. (a) Jeyaraman R & Ponnuswamy S, Indian J Chem, 36B, 1997, 730.
4. (b) Jeyaraman R, Thenmozhiyal J C, Murugadoss R, Venkatraj M, Laavanya P, Panchanatheswaran K & Bhadbhade M, Indian J Chem, 39B, 2000, 497.
5. Jeyaraman R & Ponnuswamy S, J Org Chem, 62, 1997, 7984.
6. (a) Kalyanam N & Manjunatha S G, Heterocycles 32, 1991, 1131.
7. (b) Hunter P W W & Webb G A, Tetrahedron, 29, 1973, 147.
8. (c) Alder R W & White J M, in Conformatioiial Analysis of Medium-Sized Heterocycles, edited by Glass R S, (VCH, New York) 1988, Chapter 3.
9. Slessor K N & Tracey A S, Can J Chem, 49, 1971, 2874.
10. Rubiralta M, Marco M P, Feliz M & Giralt E, Heterocycles, 29, 1989, 2185.
11. (a) Karplus M, J Chem Phys, 30, 1959, 11.
12. (b) Karplus M, J Am Chem Soc, 85, 1963, 2870.
13. Johnson F & Malhotra S K, J Am Chem Soc, 87, 1965, 5492.
14. Paulsen H & Todt K, Angew Chem Int Ed Engl, 5, 1966, 899.
15. (a) Oki M, Applications of Dynamic NMR Spectroscopy to Organic Chemistry, (VCH, Florida), 1985, Chapter 1.
16. (b) Sandstrom J, Dynamic NMR Spectroscopy, (Academic Press, London), 1982.
17. Shanon-Atidi H & Bar-Eli K H, J Phys Chem, 74, 1970, 961.
18. Johnson C K, ORTEPII, Report ORNL-5138, Oak Ridge National Laboratory, Tennesee, U.S.A., 1976.
19. (a) Dewar M J S, Zoebisch E G, Healy E F & Stewart J J P, J Am Chem Soc, 107, 1985, 3902 and related papers.
20. (b) Stewart J J P, J Comput Aided Mol Des, 4, 1990, 1.
21. Bruylants & Medicis F, The Chemistry of the Carbon-Nitrogen Double Bond, (Interscience, New York), 1970.