Stereochemistry of N5-acyltetrahydro-1,5-benzodiazepines - NMR spectra and semiempirical MO calculations

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

Volumn 45, Issue 6, 2006, Pages 1531-1540

  Venkatraj, M ^a   Jeyaraman, R ^a   Ponnuswamy, S ^b  

^a BHARATHIDASAN UNIVERSITY   (India)

^b GOVERNMENT ARTS COLLEGE   (India)

Author keywords

Boat conformation; Exo orientation; N 5 acetyl; N5 Acyltetrahydro 1,5 benzodiazepine; N5 benzoyl; N5 formyl; NMR spectra; Semiempirical mo calculation; X ray crystal structure

Indexed keywords

EID: 33746238303     PISSN: 03764699     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. Alder R W & White J M, in Conformational Analysis of Medium-sized Heterocycles, edited by Glass R S (VCH, New York) 1988, Chapter 3.
2. Senthilkumar U P, Conformational Studies on Hexahydro-1,4-diazepines with N-X=Y Groups, Ph. D. Thesis, Bharathidasan University, Tiruchirappalli, India, 1993.
3. Rubiralta M, Marco M P, Feliz M & Giralt E, Heterocycles, 29, 1989, 2185.
4. (a) Stothers J B, Carbon-13 NMR Spectroscopy, (Academic Press, New York) 1972, Chapter 2.
5. (b) Whitesell J K & Hinton M A, Stereochemical Analysis of Alicyclic Compounds by C-13 NMR Spectroscopy. (Chapman and Hall, New York) 1987, p41.
6. (a) Fong C W & Grant H G, Aust J Chem, 34, 1981, 2307.
7. (b) Torchea D A, Lyerla J R & Deber C M, J Am Chem Soc, 96, 1974, 5009.
8. (c) McFarlane W, J Chem Soc Chem Commun, 1970, 418.
9. (d) Leibfritz D, Chem Ber, 108, 1975, 3014.
10. (a) Hirsch J A, Augustine R L, Koletar G & Wolf H G, J Org Chem, 40, 1975, 3547.
11. (b) Pinto M, Grindley T B & Szarek W A, Mag Res Chem, 24, 1986, 323.
12. (c) Hirsch J A & Havinga E, J Org Chem. 41, 1976, 455.
13. (d) Hirsch J A, J Org Chem, 44, 1979, 3225.
14. Slesser K N & Tracey A S, Can J Chem, 49, 1971, 2874.
15. (a) Johnson F & Malhotra S K, J Am Chem Soc, 87, 1965, 5492.
16. (b) Malhotra S K & Johnson F, J Am Chem Soc. 87, 1965, 5493.
17. Paulsen H & Todt K, Angew Chem Int Ed Engl 5, 1966, 899.
18. (a) Dewar M J S, Zoebisch E G, Healy E F & Stewart J J P, J Am Chem Soc, 107, 1985, 3902 and references cited therein.
19. (b) Stewart J J P, J Comput Aided Mol Des, 4, 1990, 1.
20. Laavanya P, Panchanatheswaran K, Venkatraj M, Jeyaraman R & Marshall W, Acta Cryst, C55, 1999, 1355.