Synthesis of methyl metallocenecarboxylates [{η4-Ph 4-n(SiMe3)nC4}Co{η5- MeOC(O)C5H4}] (n = 1, 2) and their desilylation reactions: Structural studies and conversion to metallocenecarboxylic acids and their alcohol derivatives

European Journal of Inorganic Chemistry

Volumn , Issue 24, 2006, Pages 5022-5032

  Gupta, Hanuman P ^a   Kumar, M Senthil ^a   Upreti, Shailesh ^a   Elias, Anil J ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY DELHI   (India)

Author keywords

Alkynes; Carboxylic acids; Cobalt; Desilylation; Metallocenes

Indexed keywords

CARBOXYLATION; COBALT; ISOMERS; ORGANOMETALLICS;

% REDUCTIONS; 2-GENERATED; ALCOHOL DERIVATIVES; ALKYNE; CYCLOBUTADIENES; DESILYLATION; PHENYLETHYNYL; STRUCTURAL CONVERSION; STRUCTURAL STUDIES; TRIMETHYLSILANE;

CARBOXYLIC ACIDS;

EID: 33845893328     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200600672     Document Type: Article

References (41)

1. a) D. M. Georganopoulou, R. Carley, D. A. Jones, M. G. Boutelle, Faraday Discuss. 2000, 116, 291-303;
2. b) N. Adanyi, M. Toth-Markus, E. E. Szabo, M. Varadi, M. P. Sammartiono, M. Tomasetti, L. Campanella, Anal. Chim. Acta 2004, 501, 219-225;
3. c) N. Ganesan, A. P. Gadre, M. Paranjape, J. F. Currie, Anal. Biochem. 2005, 343, 188-191.
4. a) A. Hess, N. Metzler-Nolte, Chem. Commun. 1999, 10, 885-886;
5. b) K. Eiko, M. Mizuta, T. Terada, M. Seikine, J. Org. Chem. 2005, 70, 10311-10315;
6. c) K. Mukumoto, T. Nojima, S. Takenank, Tetrahedron 2005, 61, 11705-11715;
7. d) M. Yang, I. Gao, P. He, Y. Fang, Fenxi Huaxue 2005, 33, 1469-1472;
8. Chem. Abstr. 2005, 144, 66222.
9. a) V. Chandrasekhar, K. Gopal, S. Nagendran, P. Singh, A. Steiner, S. Zacchini, J. F. Bickley, Chem. Eur. J. 2005, 11, 5437-5448;
10. b) V. Chandrasekhar, V. Baskar, R. Boomishankar, K. Gopal, S. Zacchini, J. F. Bickley, A. Steiner, Organometallics 2003, 22, 3710-3716;
11. c) V. Chandrasekhar, S. Nagendran, S. Bansal, M. A. Kozee, D. R. Powell, Angew. Chem. Int. Ed. 2000, 39, 1833-1835.
12. a) W. Bauer, K. Polborn, W. Beck, J. Organomet. Chem. 1999, 579, 269-279;
13. b) Y. Nishibayashi, K. Segawa, Y. Arkawa, K. Ohe, M. Hidai, S. Uemura, J. Organomet. Chem. 1997, 545, 381-398;
14. c) C. J. Richards, A. W. Mulvaney, Tetrahedron: Asymmetry 1996, 7, 1419-1430.
15. a) G. Jones, C. J. Richards, Tetrahedron: Asymmetry 2004, 15, 653-664;
16. b) D. C. D. Butler, C. J. Richards, Organometallics 2002, 21, 5433-5436;
17. c) G. Jones, C. J. Richards, Organometallics 2001, 20, 1251-1254;
18. d) G. Jones, D. C. D. Butler, C. J. Richards, Tetrahedron Lett. 2000, 41, 9351-9354.
19. J. Kang, T. H. Kim, K. H. Yew, W. K. Lee, Tetrahedron: Asymmetry 2003, 14, 415-418.
20. a) C. E. Anderson, L. E. Overman, J. Am. Chem. Soc. 2003, 125, 12412-12413;
21. b) S. F. Kirsch, L. E. Overman, M. P. Watson, J. Org. Chem. 2004, 69, 8101-8104;
22. c) S. F. Kirsch, L. E. Overman, J. Am. Chem. Soc. 2005, 127, 2866-2867.
23. R. S. Prasad, C. E. Anderson, C. J. Richards, L. E. Overman, Organometallics 2005, 24, 77-81.
24. A. M. Stevens, C. J. Richards, Organometallics 1999, 18, 1346-1348.
25. S. T. Mabrouk, M. D. Rausch, J. Organomet. Chem. 1996, 523, 111-117.
26. M. Senthil Kumar, S. Upreti, H. P. Gupta, A. J. Elias, J. Organomet. Chem., in press.
27. M. Rosenblum, B. North, D. Wells, W. P. Giering, J. Am. Chem. Soc. 1972, 94, 1239-1246.
28. a) J. A. Varela, C. Saa, Chem. Rev. 2003, 103, 3787-3801;
29. b) D. K. MacFarland, R. Gorodetzer, J. Chem. Educ. 2005, 82, 109-110;
30. c) M. D. Rausch, R. A. Genetti, J. Org. Chem. 1970, 35, 3888-3897;
31. d) Y. Wakatsuki, O. Nomura, K. Kitaura, K. Morokuma, H. Yamazaki, J. Am. Chem. Soc. 1983, 105, 1907-1912;
32. e) K. Yasafuku, H. Yamazaki, J. Organomet. Chem. 1977, 127, 197-207;
33. f) H. Yamazaki, Y. Wakatsuki, J. Organomet. Chem. 1977, 132, 157-167.
34. M. Rosenblum, C. Gatsonis, J. Am. Chem. Soc. 1967, 89, 5074-5075.
35. C. Kabuto, J. Hayashi, H. Sakurai, Y. Kitahara, J. Organomet. Chem. 1972, 43, C23-C25.
36. G. B. Robertson, Nature 1961, 191, 593-594.
37. Y. Wakatsuki, H. Yamazaki, Inorg. Synth. 1989, 26, 189-200.
38. H. Sakurai, J. Hayashi, J. Organomet. Chem. 1972, 39, 365-370.
39. G. M. Sheldrick, 1996, unpublished work based on the method described in: R. H. Blessing, Acta Crystallogr., Sect. A 1995, S1-S33.
40. a) G. M. Sheldrick, Acta Crystallogr., Sect. A 1990, 46, 467-473;
41. b) G. M. Sheldrick, SHELXTL-NT, version 6.12, reference manual, University of Göttingen, Germany, 2000.