Compounds of chromium(VI): The pyridine-chromic anhydride complex, benzimidazolinium dichromate, and three 2-alkyl-1H-benzimidazolinium dichromates

Canadian Journal of Chemistry

Volumn 81, Issue 6, 2003, Pages 612-619

  Cameron, T Stanley ^a   Clyburne, Jason A C ^a,c   Dubey, Pramod K ^b   Grossert, J Stuart ^a   Ramaiah, K ^b   Ramanatham, J ^b   Sereda, Sergei V ^a  

^a DALHOUSIE UNIVERSITY   (Canada)

^b JAWAHARLAL NEHRU TECHNOLOGICAL UNIVERSITY   (India)

^c SIMON FRASER UNIVERSITY   (Canada)

Author keywords

Benzimidazolinium dichromate salts; Chromium(VI); Controlled oxidation of alcohols; Pyridine chromium trioxide complex

Indexed keywords

ACIDITY; ALCOHOLS; ALKALINITY; BENZENE; COMPLEXATION; CRYSTAL ATOMIC STRUCTURE; CRYSTALLIZATION; HYDROGEN BONDS; NITROGEN COMPOUNDS; SALTS;

COMPLEX COMPOUNDS; OXIDANTS;

CHROMATES;

ACETIC ACID; ACID ANHYDRIDE; ALCOHOL DERIVATIVE; ALKYL GROUP; ANION; BASE; BENZIMIDAZOLE DERIVATIVE; CATION; CHROMIUM; LEWIS ACID; METAL OXIDE; METHYL GROUP; OXIDIZING AGENT; PYRIDINE;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL REACTION; COMPLEX FORMATION; CRYSTAL STRUCTURE; HYDROGEN BOND; OXIDATION; STOICHIOMETRY;

EID: 0042734619     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/v03-042     Document Type: Article

References (43)

1. K. Ramaiah, P.K. Dubey, J. Ramanatham, J.S. Grossert, and D.L. Hooper. Indian J. Chem. Sect B: Org. Chem. Incl. Med. Chem. 38, 302 (1999).
2. K. Ramaiah, J.S. Grossert, D.L. Hooper, P.K. Dubey, and J. Ramanatham. J. Indian Chem. Soc. 76, 140 (1999).
3. M.K. Mahanti and K.K. Banerji. J. Indian Chem. Soc. 79, 31 (2002).
4. M. Hudlický. Oxidations in organic chemistry, A.C.S. Monograph No. 186. American Chemical Society, Washington, D.C. 1990.
5. G. Cainelli and G. Cardillo. Chromium oxidations in organic chemistry. Springer-Verlag, Berlin. 1984.
6. H.H. Sisler, J.D. Bush, and O.E. Accountius. J. Am. Chem. Soc. 70, 3827 (1948).
7. (a) J.C. Collins, W.W. Hess, and F.J. Frank. Tetrahedron Lett. 3363 (1968);
8. (b) J.C. Collins and W.W. Hess. Org. Synth. 52, 5 (1972).
9. E.J. Corey and G. Schmidt. Tetrahedron Lett. 399 (1979).
10. K. Balasubramanian and V. Prathiba. Indian J. Chem. 25B, 326 (1986).
11. K.G. Akamanchi, L.G. Iyer, and R. Meenakahi. Synth. Commun. 21, 419 (1991).
12. E.J. Parish, H. Honda, and D.L. Hileman. Synth. Commun. 20, 3359 (1990).
13. M.R. Pressprich, R.D. Willett, R.M. Sheets, W.W. Paudler, and G.L. Gard. Acta Crystallogr. Sect. C: Cryst. Struct. Commun. C46, 1635 (1990).
14. J. Pecaut and R. Masse. Acta Crystallogr. Sect. B: Struct. Crystallogr. Cryst. Chem. B49, 277 (1993).
15. P.A. Lorenzo-Luis, P. Martín-Zarza, P. Gili, J.M. Arrieta, G. Germain, and L. Dupont. Acta Crystallogr. Sect. C: Cryst. Struct. Commun. 51, 1073 (1995).
16. P. Martín-Zarza, P. Gili, F.V. Rodriguez-Romero, C. Ruiz-Pérez, and X. Solans. Polyhedron, 14, 2907 (1995).
17. M.R. Pressprich, R.D. Willett, R.D. Poshusta, S.C. Sauders, H.B. Davis, and G.L. Gard. Inorg. Chem. 27, 260 (1988).
18. N. Burford, J. Múller, and T.M. Parks. J. Chem. Ed. 71, 807 (1994).
19. M. Camelot. Rev. Chim. Miner. 6, 853 (1969).
20. M.A. Phillips. J. Chem. Soc. 1409 (1930).
21. A. Altomare, M. Cascarano, C. Giacovazzo, and A. Guagliardi. J. Appl. Crystallogr. 26, 343 (1994).
22. G.M. Sheldrick. SHELXS97 and SHELXL97. Institute of Inorganic Chemistry, University of Göttingen, Germany. 1997.
23. P.T. Beurskens, G. Admiraal, G. Beurskens, W.P. Bosman, R. de Gelder, R. Israel, and J.M.M. Smits. The DIRDIF-94 program system. Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands. 1994.
24. teXsan for Windows. Version 1.06. Crystal structure analysis package. Molecular Structure Corporation, The Woodlands, Texas. 1997-1999.
25. D.T. Cromer and J.T. Waber. International tables for X-ray crystallography. Vol. IV. The Kynoch Press, Birmingham, U.K. 1974. Table 2.2 A.
26. J.A. Ibers and W.C Hamilton, Acta Crystallogr. 17, 781 (1964).
27. D.C. Creagh and W.J. McAuley. International tables for crystallography. Vol. C. Edited by A.J.C. Wilson. Kluwer Academic Publishers, Boston. 1992. Table 4.2.6.8. pp. 219-222.
28. D.C. Creagh and J.H. Hubbell. International tables for crystallography. Vol. C. Edited by A.J.C. Wilson. Kluwer Academic Publishers, Boston. 1992. Table 4.2.4.3. pp. 200-206.
29. J.S. Stephens and D.W.J. Cruickshank. Acta Crystallogr. Sect. B: Struct. Crystallogr. Cryst. Chem. B26, 222 (1970).
30. P. Stavropoulis, N. Bryson, M.-T. Youinou, and J.A. Osborn. Inorg. Chem. 29, 1807 (1990).
31. A.G. Orpen, L. Brammer, F.H. Allen, O. Kennard, D.G. Watson, and R. Taylor. In International tables for crystallography. Vol. C. Edited by A.J.C. Wilson. Kluwer Academic Publishers, Dordrecht, The Netherlands. 1992. p. 738.
32. R. Stomberg. Ark. Kemi, 22, 29 (1964).
33. M.H. Dickman and M.T. Pope. Chem. Rev. 94, 569 (1994).
34. H. Lam, G. Wilkinson, B. Hussain-Bates, and M.B. Hursthouse. J. Chem. Soc., Dalton Trans. 1477 (1993).
35. K. Töpel, K. Hensen, and J.W. Bats. Acta Crystallogr. Sect. C: Cryst. Struct. Commun. C40, 828 (1984).
36. S. Brownstein, E.J. Gabe, F. Lee, and B. Louie. J. Org. Chem. 53, 951 (1988).
37. H.H. Sisler, Wan Chen Loh Ming, E. Metter, and F.R. Hurley. J. Am. Chem. Soc. 75, 446 (1953).
38. A.H. Haines. Methods for the oxidation of organic compounds: Alcohols, alcohol derivatives, alkyl halides, nitroalkanes, alkyl azides, carbonyl compounds, hydroxyarenes and aminoarenes. Academic Press, London. 1988. Section 2.1.3. pp. 17-42.
39. M. Cygler, M.J. Grabowski, A. Stȩpień, and E. Wajsman. Rocz. Chem. 50, 1587 (1976).
40. A. Stȩpień and M.J. Grabowski, Acta Crystallogr. Sect. B: Struct. Crystallogr. Cryst. Chem. B33, 2924 (1977).
41. I. Olovsson and P.-G. Jönsson. In The hydrogen bond. Vol. II. Edited by P. Schuster, G. Zundel, and C. Sandorfy. North Holland, Amsterdam. 1976. pp. 394-456.
42. M. Middlemiss and C. Calvo. Can. J. Chem. 54, 2025 (1976).
43. A. Mirčeva and L. Golič. Acta Crystallogr. Sect. C: Cryst. Struct. Commun. C51, 798 (1995).