Electrophilic substitution of metal-coordinated pyrazole: Nitration, sulfonation and bromination of [Co(NH3)5(pyzH) ]3+ (pyzH = pyrazole)

Inorganica Chimica Acta

Volumn 277, Issue 1, 1998, Pages 89-97

  Matthews, Helen R ^a   Bucke, Lisa C ^a   Blackman, Allan G ^a  

^a UNIVERSITY OF OTAGO   (New Zealand)

Author keywords

Bromination; Cobalt complexes; Crystal structures; Kinetics and mechanism; Nitration; Pyrazole complexes; Sulfonation

Indexed keywords

AMMONIA; BROMINE COMPOUNDS; CHLORINE COMPOUNDS; COORDINATION REACTIONS; CRYSTAL STRUCTURE; CRYSTALS; ELECTRONIC PROPERTIES; NITRATION; RATE CONSTANTS; SULFONATION;

ANALOGOUS REACTIONS; BROMINATION; COBALT COMPLEXES; ELECTROPHILIC SUBSTITUTIONS; KINETICS AND MECHANISM; PYRAZOLE RING; PYRAZOLES; PYRAZOLIUM CATIONS;

COBALT COMPOUNDS;

EID: 0002056675     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0020-1693(97)06120-3     Document Type: Article

References (32)

1. (a) E.C. Constable, Metals and Ligand Reactivity, Ellis Horwood, New York, 1990;
2. (b) A.G. Blackman, Adv. Heterocycl. Chem., 58 (1990) 123.
3. C.B. Storm, C.M. Freeman, R.J. Butcher, A.H. Turner, N.S. Rowan, F.O. Johnson and E. Sinn, Inorg. Chem., 22 (1983) 678.
4. (a) A.G. Blackman, D.A. Buckingham, C.R. Clark and S. Kulkarni, Aust. J. Chem., 39 (1986) 1465;
5. (b) A.G. Blackman, D.A. Buckingham and C.R. Clark, Aust. J. Chem., 44 (1991) 981;
6. (c) J. Am. Chem. Soc., 113 (1991) 2656;
7. (d) A.G. Blackman, D.A. Buckingham, C.R. Clark and J. Simpson, Inorg. Chem., 30 (1991) 1635;
8. (e) J. Chem. Soc., Dalton Trans., (1991) 3031.
9. I.E. Balaban and F.L. Pyman, J. Chem. Soc., 121 (1922) 947.
10. J.D. Vaughan and W.A. Smith, J. Am. Chem. Soc., 94 (1972) 2460.
11. J. Elguero, in A.R. Katritzky and C.W. Rees (eds.), Comprehensive Heterocyclic Chemistry, Vol. 5, Pergamon, Oxford, 1984, p. 167.
12. G.M. Sheldrick, SHELXTL-Plus, structure determination software programs, Siemens Analytical X-ray Instruments Inc., Madison, WI, 1990.
13. G.M. Sheldrick, SHELXS-96, program for the solution of crystal structures, University of Göttingen, Göttingen, Germany, 1996.
14. G.M. Sheldrick, SHELXL-96, program for the refinement of crystal structures, University of Göttingen, Göttingen, Germany, 1996.
15. D.A. Buckingham, W. Marty and A.M. Sargeson, Inorg. Chem., 13 (1974) 2165.
16. OLIS, On-Line Instrument Systems, Bogart, GA 30622-1724.
17. R. Fischer and J. Bye, Bull. Soc. Chim. Fr., (1964) 2920.
18. (a) C.R. Johnson, W.W. Henderson and R.E. Shepherd, Inorg. Chem., 23 (1984) 2754;
19. (b) D.K. Lavallee, M.D. Baughman and M.P. Philips, J. Am. Chem. Soc., 99 (1977) 718.
20. C.B. Storm, A.H. Turner and N.S. Rowan, Inorg. Chem., 24 (1985) 1269.
21. L.J. Farrugia, ORTEP-3 for Windows, J. Appl. Crystallogr., (1997) 565.
22. W.P. Schaefer, Inorg. Chem., 26 (1987) 1820.
23. T. La Cour and S.E. Rasmussen, Acta Chem. Scand., 27 (1973) 1845.
24. J.H. Boyer, in Nitroazoles: the C-nitro derivatives of five-membered N- and N,O-heterocycles, VCH, Weinheim, 1986, p. 186.
25. M.W. Austin, J.R. Blackborow, J.H. Ridd and B.V. Smith, J. Chem. Soc., (1965) 1051.
26. C.S. Rondestvedt and P.K. Chang, J. Am. Chem. Soc., 77 (1955) 6532.
27. (a) S. Chidambaram, G. Aravamudan and M. Seshasayee, Acta Crystallogr., Sect. C, 44 (1988) 898;
28. (b) K. Chandrasekhar, Acta Crystallogr., Sect B, 33 (1977) 143.
29. A.N. Kost and I.I. Grandberg, Adv. Heterocycl. Chem., 6 (1966) 347.
30. P.B.W. McCallum, M.R. Grimmett and A.G. Blackman, unpublished work.
31. J.H. Ridd, Adv. Phys. Org. Chem., 16 (1978) 1.
32. B.E. Boulton and B.A.W. Coller, Aust. J. Chem., 24 (1971) 1413.