Titanium-carbon functionalities on an oxo surface defined by a calix[4]arene moiety and its redox chemistry

Inorganica Chimica Acta

Volumn 270, Issue 1-2, 1998, Pages 298-311

  Zanotti Gerosa, Antonio ^a   Solari, Euro ^a   Giannini, Luca ^a   Floriani, Carlo ^a   Re, Nazzareno ^b   Chiesi Villa, Angiola ^c   Rizzoli, Corrado ^c  

^a UNIVERSITY OF LAUSANNE   (Switzerland)

^b UNIVERSITY OF PERUGIA   (Italy)

^c UNIVERSITY OF PARMA   (Italy)

Author keywords

Alkyl complexes; Aryl complexes; Calix 4 arene complexes; Crystal structures; Redox chemistry; Titanium complexes

Indexed keywords

ALKYLATION; AROMATIC HYDROCARBONS; CARBON; CRYSTAL STRUCTURE; DIMERS; ENERGY DISPERSIVE X RAY ANALYSIS; ORGANOMETALLICS; X RAY DIFFRACTION ANALYSIS; X RAYS;

ALKYL COMPLEXES; ARYL COMPLEXES; CALIX[4]ARENES; REDOX CHEMISTRY; TITANIUM COMPLEXES;

TITANIUM COMPOUNDS;

EID: 0000534799     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/s0020-1693(97)05863-5     Document Type: Article

References (71)

1. (a) C.D. Gutsche, Calixarenes, The Royal Society of Chemistry Cambridge, UK, 1989;
2. (b) J. Vicens and V. Böhmer (eds.), Calixarenes, A Versatile Class of Macrocyclic Compounds, Kluwer, Dordrecht, Netherlands, 1991.
3. (a) M.T. Reetz, in M. Schlosser (ed.), Organometallics in Synthesis, Wiley, New York, 1994, Ch. 3;
4. (b) N.A. Petasis and D.K. Fu, J. Am. Chem. Soc., 115 (1993) 7208;
5. (c) N.A. Petasis and D.K. Fu, Organometallics, 12 (1993) 3776;
6. (d) R.O. Duthaler and A. Hafner, Chem. Rev., 92 (1992) 807;
7. (e) R.O. Duthaler, A. Hafner and M. Riediker, in K.H. Dötz and R.W. Hoffmann (eds.), Organic Synthesis via Organometallics, Vieweg, Braunschweig, 1991, p. 285;
8. (f) R.F. Jordan, Adv. Organomet. Chem., 32 (1991) 325;
9. (g) S.L. Buchwald and R.B. Nielsen, Chem. Rev., 88 (1988) 1047;
10. (h) M.T. Reetz, Organotitanium Reagents in Organic Synthesis, Springer, Berlin, Germany, 1986.
11. (a) J. Corker, F. Lefebvre, C. Lecuyer, V. Dufaud, F. Quignard, A. Choplin, J. Evans and J.-M. Basset, Science, 71 (1996) 966;
12. (b) G.P. Niccolai and J.-M. Basset, Appl. Catal., A146 (1996) 145;
13. (c) V. Vidal, A. Theolier, J. Thivolle-Cazat, J.-M. Basset and J. Corker, J. Am. Chem. Soc., 118 (1996) 4595.
14. (a) W. Beck and K. Sunkel, Chem. Rev., 88 (1988) 1405;
15. (b) C. Gennari, in C.H. Heathcock (ed.), Comprehensive Organic Synthesis, Vol. 1, Pergamon, Oxford, UK, 1991.
16. (a) A. Zanotti-Gerosa, E. Solari, L. Giannini, C. Floriani, A. ChiesiVilla and C. Rizzoli, Chem. Commun., (1996) 119;
17. (b) F. Hajek, E. Graf and M. W. Hosseini, Tetrahedron Lett., 37 (1996) 1409;
18. (c) J. A. Acho and S.J. Lippard, Inorg. Chim Acta, 229 (1995);
19. (d) J.A. Acho, T. Ren, J.W. Yun and S.J. Lippard, Inorg. Chem., 34 (1995) 5226;
20. (e) J.A. Acho, L.H. Doerrer and S.J. Lippard, Inorg. Chem., 34 (1995) 2542;
21. (f) V.C. Gibson, C. Redshaw, W. Clegg and M.R.J. Elsegood, J. Chem, Soc., Chem. Commun., (1995) 2371;
22. (g) X. Delaigue, M.W. Hosseini, E. Leize, S. Kieffer and A. van Dorsselaer, Tetrahedron Lett., 34 (1993) 7561;
23. (h) F. Corazza, C. Floriani, A. Chiesi-Villa and C. Rizzoli, Inorg. Chem., 30 (1991) 4465;
24. (i) F. Corazza, C. Floriani, A. Chiesi-Villa and C. Guastini, J. Chem. Soc., Chem. Commun., (1990) 640;
25. (j) F. Corazza, C. Floriani, A. Chiesi-Villa and C. Guastini, J. Chem. Soc., Chem. Commun., (1990) 1083;
26. (k) G.E. Hofmeister, E. Alvarado, J.A. Leary, D.I. Yoon and S.F. Pedersen, J. Am. Chem. Soc., 112 (1990) 8843;
27. (l) G.E. Hofmeister, F.E. Kahn and S.F. Pedersen, J. Am. Chem. Soc., 111 (1989) 2318;
28. (m) B.M. Furphy, J.M. Harrowfield, D.L. Kepert, B.W. Skelton, A.H. White and F.R. Wilner, Inorg. Chem., 26 (1987) 4231;
29. (n) S.G. Bott, A.W. Coleman and J.L. Atwood, J. Chem. Soc., Chem. Commun., (1986) 610;
30. (o) M.M. Olmstead, G. Sigel, H. Hope, X. Xu and P.P. Power, J. Am. Chem. Soc., 107 (1985) 8087.
31. L. Giannini, E. Solari, A. Zanotti-Gerosa, C. Floriani, A. Chiesi-Villa and C. Rizzoli, Angew. Chem., Int. Ed. Engl., 35 (1996) 85.
32. B. Castellano, A. Zanotti-Gerosa, E. Solari, C. Floriani, A. Chiesi-Villa and C. Rizzoli, Organometallics, 15 (1996).
33. (a) L. Giannini, E. Solari, A. Zanotti-Gerosa, C. Floriani, A. Chiesi-Villa and C. Rizzoli, Angew. Chem., Int. Ed. Engl., 35 (1996) 2825;
34. (b) L. Giannini, E. Solari, A. Zanotti-Gerosa, C. Floriani, A. Chiesi-Villa and C. Rizzoli, Angew. Chem., Int. Ed. Engl., 36 (1997) 753;
35. (c) M.G. Gardiner, S.M. Lawrence, C.L. Raston, B.W. Skelton and A.H. White, Chem. Commun., (1996) 2491;
36. (d) M.G. Gardiner, G.A. Koutsantonis, S.M. Lawrence, P.J. Nichols and C.L. Raston, Chem. Commun., (1996) 2035.
37. (a) Ch. Zambrano, P.E. Fanwick and I.P. Rothwell, Organometallics, 13 (1994) 1174;
38. (b) For the organometallic chemistry based on Tialkoxo fragments, see: E. Hill, G. Bailich, P.E. Fanwick and I.P. Rothwell, Organometallics, 12 (1993) 2911;
39. (c) G. Bailich, P.E. Fanwick and I.P. Rothwell, Am. J. Chem. Soc., 115 (1993) 1581;
40. (d) J.E. Hill, G. Bailich, P.E. Fanwick and I.P. Rothwell, Organometallics, 10 (1991) 3428;
41. (e) C. Floriani, F. Corazza, W. Lesueur, A. Chiesi-Villa and C. Guastini, Angew. Chem., Int. Ed. Engl., 28 (1989) 66;
42. (f) M.H. Chisholm and I.P. Rothwell, in G. Wilkinson, R.D. Gillard and J.A. McCleverty (eds.), Comprehensive Coordination Chemistry, Vol. 2, Pergamon, Oxford, UK, 1988, Ch. 15.3;
43. (g) L.R. Chamberlain, L.D. Durfee, P.E. Fau, L. Fanwick, L. Kobriger, S.L. Latesky, A.K. McMullen, I.P. Rothwell, K. Folting, J.C. Huffman, W.E. Streib and R. Wang, J. Am. Chem. Soc., 109 (1987) 390, 6068; and Refs. therein;
44. (h) L.D. Durfee, P.E. Fanwick, I.P. Rothwell, K. Folting and J.C. Huffman, J. Am. Chem. Soc., 109 (1987) 4720;
45. (i) T.V. Lubben and P.T. Wolczanski, J. Am. Chem. Soc., 109 (1987) 424; and Refs. therein.
46. A. Arduini and A. Casnati, in O. Parker (ed.), Macrocycle Synthesis, Oxford Universily Press, Oxford, UK, 1996, Ch. 7.
47. S.L. Lawton and R.A. Jacobson, Tracer, a cell reduction program, Ames Laboratory, Iowa State University of Science and Technology, 1965.
48. M.S. Lehmann and F.K. Larsen, ActaCrystallogr., Sect. A, 30 (1974) 580.
49. A.J.C. Wilson, Nature (London), 150 (1942) 151.
50. F. Ugozzoli, Comput. Chem., 11 (1987) 109.
51. A.C.T. North, D.C. Phillips and F.S. Mathews, Acta Crystallogr., Sect. A, 24 (1968) 351.
52. (a) International Tables for X-ray Crystallography, Vol. IV, Kynoch, Birmingham, UK, 1974, p. 99;
53. (b) International Tables for X-ray Crystallography, Vol. IV, Kynoch, Birmingham, UK, 1974, p. 149.
54. R.F. Stewart, E.R. Davidson and W.T. Simpson, J. Chem Phys., 42 (1965) 3175.
55. G.M. Sheldrick, SHELX76, program for crystal structure determination, University of Cambridge, UK, 1976.
56. G.M. Sheldrick, SHELX92, program for crystal structure refinement, University of Göttingen, Germany, 1992.
57. J. March, Advanced Organic Chemistry, Wiley, New York, 4th edn., 1992, p. 433.
58. L.R. Chamberlain, L.D. Durfee, P.E. Fanwick, L.M. Kobriger, L.M. Latesky, A.K. McMullen, B.D. Steffey, I.P. Rothwell, K. Folting and J.C. Huffman, J. Am. Chem. Soc., 109 (1987) 6068.
59. (a) A. Casnati, A. Arduini, E. Ghidini, A. Pochini and R. Ungaro, Tetrahedron, 47 (1991) 2221; and Refs. therein;
60. (b) L.C. Groenen, B.H.M. Ruël, A. Casnati, W. Verboom, A. Pochini, R. Ungaro and D.N. Reinhoudt, Tetrahedron, 47 (1991) 8379.
61. F. Hajek, E. Graf, M.W. Hosseini, X. Delaigue, A. De Cian and J. Fischer, Tetrahedron Lett., 37 (1996) 1401.
62. G.D. Andreetti and F. Ugozzoli, in Ref. [1b], p. 88.
63. J.-M. Rosset, C. Floriani, M. Mazzanti, A. Chiesi-Villa and C. Guastini, Inorg. Chem., 29 (1990) 3991.
64. W.F.J. van der Wal and H.R. van der Wal, J. Organomet. Chem., 153 (1978) 335.
65. G.J. Olthof and F. van Bolhuis, J. Organomet. Chem., 122 (1976) 47.
66. J.D. Zeinstra, J.H. Teuben and F. Jellinek, J. Organomet. Chem., 170 (1979) 39.
67. C.J. O'Connor, Prog. Inorg. Chem., 29 (1982) 203.
68. O. Kahn, Molecular Magnetism, VCH, Berlin, Germany, 1992.
69. R. Hoffmann and W.N. Lipscomb, J. Chem. Phys., 36 (1962) 2179.
70. R. Hoffmann, J. Chem. Phys., 39 (1963) 1397.
71. J.W. Lauher and R. Hoffmann, J. Am. Chem. Soc., 98 (1976) 1729.