Facile, ambient temperature, double Sn-C bond cleavage: Synthesis, structure, and electrochemistry of organotin and organotellurium ferrocenecarboxylates

European Journal of Inorganic Chemistry

Volumn , Issue 29, 2008, Pages 4578-4585

  Chandrasekhar, Vadapalli ^a   Thirumoorthi, Ramalingam ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

Author keywords

Carboxylate ligands; Cyclic voltammetry; Electrochemistry; Metallocenes; Organostannoxanes

Indexed keywords

CARBOXYLATION; CHELATION; CHLORINE COMPOUNDS; CYCLIC VOLTAMMETRY; INDIUM COMPOUNDS; IRON COMPOUNDS; LIGANDS; TELLURIUM COMPOUNDS; TEMPERATURE; TIN COMPOUNDS;

BOND CLEAVAGE REACTION; BOND CLEAVAGES; CARBOXYLATE LIGANDS; FERROCENES; ORGANOSTANNOXANE; ORGANOTELLURIUM; ORGANOTINS; OXIDE HALIDES; SNO 2; TRIETHYLAMINES;

ORGANOMETALLICS;

EID: 54249121705     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200800574     Document Type: Article

References (55)

1. a) D. Astruc, Acc. Chem. Res. 2000, 33, 287-298;
2. b) J. B. Flanagan, S. Margel, A. J. Bard, F. C. Anson, J. Am. Chem. Soc. 1978, 100, 4248-4253;
3. c) F. Frehill, K. H. G. Schulte, C. P. Martin, L. Wang, S. Patel, J. A. Purton, J. G. Vos, P. Moriarty, Langmuir 2004, 20, 6421-6429;
4. d) T. W. Smith, J. E. Kunder, D. Wychick, J. Polym. Sci. 1976, 14, 2433-2448;
5. e) P. D. Beer, Acc. Chem. Res. 1998, 31, 71;
6. f) A. J. Bard, Nature 1995, 374, 13-13;
7. g) D. Astruc, New J. Chem. 1992, 16, 305-328;
8. h) B. Alonso, M. Morán, C. M. Casado, F. Lobete, J. Losada, I. Cuadrado, Chem. Mater. 1995, 7, 1440-1442;
9. i) B. F. Moulines, L. Djakovitch, R. Boese, B. Gloaguen, W. Thiel, J.-L. Fillaut, M.-H. Delville, D. Astruc, Angew. Chem. Int. Ed. Engl. 1993, 32, 1075-1077.
10. a) S. Sengupta, S. K. Sadhukhan, Organometallics 2001, 20, 1889-1891;
11. b) I. Cuadrado, C. M. Casado, B. Alonso, M. Morán, J. Losada, V. Belsky, J. Am. Chem. Soc. 1997, 119, 7613-7614;
12. c) J.-L. Fillaut, J. Linares, D. Astruc, Angew. Chem. Int. Ed. Engl. 1994, 33, 2460-2462;
13. d) B. González, B. Alonso, J. Losada, M. P. G.-Armada, C. M. Casado, Organometallics 2006, 25, 3558-3561;
14. e) P. Jutzi, C. Batz, B. Neumann, H.-G. Stammler, Angew. Chem. Int. Ed. Engl. 1996, 35, 2118-2121;
15. f) I. Cuadrado, C. M. Casado, B. Alonso, M. Morán, J. Losada, V. Belsky, J. Am. Chem. Soc. 1997, 119, 7613-7614.
16. a) H.-B. Yang, K. Ghosh, Y. Zhao, B. H. Northrop, M. M. Lyndon, D. C. Muddiman, H. S. White, P. J. Stang, J. Am. Chem. Soc. 2008, 130, 839-841;
17. b) S. S. Kumar, N. D. Reddy, H. W. Roesky, D. Vidovic, J. Magull, R. F. Winter, Organometallics 2003, 22, 3348-3350;
18. c) A. E. Vaughn, C. L. Barnes, P. B. Duval, Angew. Chem. Int. Ed. 2007, 46, 6622-6625;
19. d) V. Lozan, A. Buchholz, W. Plass, B. Kersting, Chem. Eur. J. 2007, 13, 7305-7316;
20. e) Y. Liu, H. Hou, Q. Chen, Y. Fan, Cryst. Growth Des. 2008, 8, 1435-1442;
21. f) V. Baskar, P. W. Roesky, Dalton Trans. 2006, 676-679;
22. g) V. Mereacre, M. Nakano, J. G.-Segura, I. Imaz, C. Sporer, K. Wurst, J. Veciana, C. Turta, D. R.-Molina, P. Jaitner, Inorg. Chem. 2006, 45, 10443-10445;
23. h) V. Chandrasekhar, S. Nagendran, S. Banzal, M. A. Kozee, D. R. Powell, Angew. Chem. Int. Ed. 2000, 39, 1833-1835;
24. i) V. Chandrasekhar, S. Nagendran, S. Bansal, A. W. Cordes, A. Vij, Organometallics 2002, 21, 3297-3300;
25. j) V. Chandrasekhar, G. T. S. Andavan, S. Nagendran, V. Krishnan, R. Azhakar, R. J. Butcher, Organometallics 2003, 22, 976-986;
26. k) N. Prokopuk, D. F. Shriver, Inorg. Chem. 1997, 36, 5609-5613;
27. l) G.-L. Zheng, J.-F. Ma, Z.-M. Su, L.-K. Yan, J. Yang, Y.-Y. Li, J.-F. Liu, Angew. Chem. Int. Ed. 2004, 43, 2409-2411.
28. V. Chandrasekhar, R. Thirumoorthi, Organometallics 2007, 26, 5415-5422.
29. a) V. Chandrasekhar, K. Gopal, P. Thilagar, Acc. Chem. Res. 2007, 40, 420-434;
30. b) V. Chandrasekhar, S. Nagendran, V. Baskar, Coord. Chem. Rev. 2002, 235, 1-52;
31. c) R. R. Holmes, Acc. Chem. Res. 1989, 22, 190-197;
32. d) V. Chandrasekhar, R. Thirumoorthi, R. Azhakar, Organometallics 2007, 26, 26-29.
33. V. Chandrasekhar, K. Gopal, S. Nagendran, P. Singh, A. Steiner, S. Zacchini, J. F. Bickley, Chem. Eur. J. 2005, 11, 5437-5448.
34. F. Frehill, K. H. G. Schulte, C. P. Martin, L. Wang, S. Patel, J. A. Purton, J. G. Vos, P. Moriarty, Langmuir 2004, 20, 6421-6429.
35. a) K. Kobayashi, H. Izawa, K. Yamaguchi, E. Horn, N. Furukawa, Chem. Commun. 2001, 1428-1429;
36. b) J. Beckmann, J. Bolsinger, Organometallics 2007, 26, 3601-3603;
37. c) P. C. Srivastava, S. Bajpai, R. Kumar, S. Srivastava, V. Singh, S. Dwivedi, R. J. Butcher, Can. J. Chem. 2007, 85, 534-539;
38. d) N. W. Alcock, J. Culver, S. M. Roe, J. Chem. Soc., Dalton Trans. 1992, 1477-1484.
39. a) G.-L. Zheng, J.-F. Ma, J. Yang, Y.-Y. Li, X.-R. Hao, Chem. Eur. J. 2004, 10, 3761-3768;
40. b) K. C. K. Swamy, M. A. Said, S. Nagabrahmanandachari, D. M. Poojary, A. Clearfield, J. Chem. Soc., Dalton Trans. 1998, 1645-1651;
41. c) V. Chandrasekhar, K. Gopal, P. Sasikumar, R. Thirumoorthi, Coord. Chem. Rev. 2005, 249, 1745-1765.
42. a) L. Cuffe, R. D. A. Hudson, J. F. Gallagher, S. Jennings, C. J. McAdam, R. B. T. Connelly, A. R. Manning, B. H. Robinson, J. Simpson, Organometallics 2005, 24, 2051-2060;
43. b) S. F.-Forgues, B. D.-Nicot, J. Photochem. Photobiol. A: Chem. 2000, 132, 137-159;
44. c) Y. S. Sohn, D. A. Hendrickson, H. B. Gray, J. Am. Chem. Soc. 1971, 93, 3603-3612.
45. a) V. Chandrasekhar, K. Gopal, S. Nagendran, A. Steiner, S. Zacchini, Cryst. Growth Des. 2006, 6, 267-273;
46. b) R. Murugavel, N. Gogoi, J. Organomet. Chem. 2008, DOI:10.1016/j.jorganchem.2008.04.001;
47. c) V. Chandrasekhar, R. O. Day, R. R. Holmes, Inorg. Chem. 1985, 24, 1970-1971.
48. a) M. Scheibitz, J. B. Heilmann, R. F. Winter, M. Bolte, J. W. Bats, M. Wagner, Dalton Trans. 2005, 159-170;
49. b) K. Venkatasubbaiah, A. Doshi, I. Nowik, R. H. Herber, A. L. Rheingold, F. Jäkle, Chem. Eur. J. 2008, 14, 444-458;
50. c) K. Venkatasubbaiah, L. N. Zakharov, W. S. Kassel, A. L. Rheingold, F. Jäkle, Angew. Chem. Int. Ed. 2005, 44, 5428-5433.
51. A. I Vogel, Vogel's Textbook of Practical Organic Chemistry, 5th ed., Longman, London, 1989.
52. a) K. Sisido, Y. Takeda, Z. Kinugawa, J. Am. Chem. Soc. 1961, 83, 538-541;
53. b) J. Bergman, Tetrahedron 1972, 28, 3323-3331;
54. c) G. T. Morgan, H. Burgess, J. Chem. Soc. 1929, 1103-1106.
55. G. M. Sheldrick, SHELXL-97: Program for Crystal Structure Analysis (release 97-2), University of Göttingen, Göttingen, Germany, 1998.