Titanacyclobutenes or titanium vinyl carbene complexes? Reactivity of organotitanium species generated by the reaction of γ-chloroallyl sulfides with a titanocene(II) reagent

Chemistry - A European Journal

Volumn 13, Issue 14, 2007, Pages 4074-4080

  Shono, Tomohiro ^a   Kurashige, Rie ^a   Mukaiyama, Ryo ^a   Tsubouchi, Akira ^a   Takeda, Takeshi ^a  

^a TOKYO UNIVERSITY OF AGRICULTURE AND TECHNOLOGY   (Japan)

Author keywords

Alkenes; Heterocycles; Ketones; Metallacycles; Titanium

Indexed keywords

ALCOHOLS; COMPLEXATION; KETONES; OLEFINS; REACTION KINETICS; SUBSTITUTION REACTIONS;

CYCLOPROPANES; HETEROCYCLES; METALLACYCLES; ORGANOTITANIUM SPECIES;

TITANIUM COMPOUNDS;

EID: 34250344877     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200601418     Document Type: Article

References (36)

1. K. M. Doxsee, J. J. J. Juliette, J. K. M. Mouser, K. Zientara, Organometallics 1993, 12, 4742-4744.
2. a) P. Binger, P. Müller, R. Benn, R. Mynott, Angew. Chem. 1989, 101, 647-648;
3. Angew. Chem. Int. Ed. Engl. 1989, 28, 610-611;
4. b) P. Binger, P. Müller, A. T. Herrmann, P. Philipps, B. Gabor, F. Langhauser, C. Krüger, Chem. Ber. 1991, 124, 2165-2170.
5. a) F. N. Tebbe, G. W. Parshall, D. W. Ovenall, J. Am. Chem. Soc. 1979, 101, 5074-5075;
6. b) F. N. Tebbe, R. L. Harlow, J. Am. Chem. Soc. 1980, 102, 6149-6151;
7. c) T. R. Howard, J. B. Lee, R. H. Grubbs, J. Am. Chem. Soc. 1980, 102, 6876-6878;
8. d) R. J. McKinney, T. H. Tulip, D. L. Thorn, T. S. Coolbaugh, F. N. Tebbe, J. Am. Chem. Soc. 1981, 103, 5584-5586;
9. e) J. J. Eisch, A. Piotrowski, Tetrahedron Lett. 1983, 24, 2043-2046;
10. f) E. V. Anslyn, R. H. Grubbs, J. Am. Chem. Soc. 1987, 109, 4880-4890;
11. g) J. D. Meinhart, E. V. Anslyn, R. H. Grubbs, Organometallics 1989, 8, 583-589;
12. h) K. M. Doxsee, J. K. M. Mouser, J. B. Farahi, Synlett 1992, 13-21;
13. i) N. A. Petasis, D.-K. Fu, Organometallics 1993, 12, 3776-3780;
14. j) K. M. Doxsee, J. J. J. Juliette, J. K. M. Mouser, K. Zientara, Organometallics 1993, 12, 4682-4686.
15. a) J. D. Meinhart, R. H. Grubbs, Bull. Chem. Soc. Jpn. 1988, 61, 171-180;
16. b) K. M. Doxsee, J. K. M. Mouser, Organometallics 1990, 9, 3012-3014;
17. c) K. M. Doxsee, J. K. M. Mouser, Tetrahedron Lett. 1991, 32, 1687-1690;
18. d) R. D. Dennehy, R. J. Whitby, J. Chem. Soc. Chem. Commun. 1992, 35-36;
19. e) K. M. Doxsee, J. J. J. Juliette, T. J. R. Weakley, K. Zientara, Inorg. Chim. Acta 1994, 222, 305-315.
20. J. D. Meinhart, B. D. Santarsiero, R. H. Grubbs, J. Am. Chem. Soc. 1986, 108, 3318-3323.
21. a) Y. Horikawa, M. Watanabe, T. Fujiwara, T. Takeda, J. Am. Chem. Soc. 1997, 119, 1127-1128;
22. b) T. Takeda, Y. Takagi, N. Saeki, T. Fujiwara, Tetrahedron Lett. 2000, 41, 8377-8381.
23. Y. Horikawa, T. Nomura, M. Watanabe, T. Fujiwara, T. Takeda, J. Org. Chem. 1997, 62, 3678-3682.
24. a) K. M. Doxsee, G. S. Shen, J. Am. Chem. Soc. 1989, 111, 9129-9130;
25. b) W. Tumas, J. A. Suriano, R. L. Harlow, Angew. Chem. 1990, 102, 89-90;
26. Angew. Chem. Int. Ed. Engl. 1990, 29, 75-76;
27. c) K. M. Doxsee, E. M. Hanawalt, G. S. Shen, T. J. R. Weakley, H. Hope, C. B. Knobler, Inorg. Chem. 1991, 30, 3381-3389;
28. d) N. Maigrot, N. Avarvari, C. Charrier, F. Mathey, Angew. Chem. 1995, 107, 623-625;
29. Angew. Chem. Int. Ed. Engl. 1995, 34, 590-592;
30. e) K. M. Doxsee, N. P. Wood, E. M. Hanawalt, T. J. R. Weakley. Heteroat. Chem. 1996, 7, 383-389;
31. f) N. Avarvari, P. L. Floch, C. Charrier, F. Mathey, Heteroat. Chem. 1996, 7, 397-402.
32. I. Nakagawa, T. Hata, Tetrahedron Lett. 1975, 17, 1409-1412.
33. G. Zweifel, W. Lewis, J. Org. Chem. 1978, 43, 2739-2744.
34. K. Bodendorf, R. Mayer, Chem. Ber. 1965, 98, 3554-3560.
35. A. R. Katritzky, D. Cheng, S. A. Henderson, J. Li, J. Org. Chem. 1998, 63, 6704-6709.
36. T. Hirao, S. Kohno, J. Enda, Y. Ohshiro, T. Agawa. Tetrahedron Lett. 1981, 22, 3633-3636.