Synthesis and electrochemical signature of novel norbornyl-ferrocene hybrids

Synthesis

Volumn , Issue 16, 2009, Pages 2773-2777

  Khan, Faiz Ahmed ^a   Upadhyay, Sarasij K ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

Author keywords

Diels Alder reaction; Electrochemical study; Ferrocene; Radical hydrodehalogenation; Reduction

Indexed keywords

CATALYTIC HYDROGENATION; DIELS-ALDER REACTION; ELECTROCHEMICAL SIGNATURES; ELECTROCHEMICAL STUDY; FERROCENE; FERROCENES; FERROCENYL; NORBORNANE; RADICAL HYDRODEHALOGENATION; REDOX POTENTIALS; VINYLFERROCENE;

HALOGENATION; HYDROGENATION; IRON COMPOUNDS; SYNTHESIS (CHEMICAL);

REDUCTION;

[(1,4,5,6 TETRABROMO 7,7 DIMETHOXYBICYCLO[2.2.1]HEPT 5 EN 2 YL)CARBONYL]FERROCENE; [(1,4,5,6 TETRACHLORO 7,7 DIMETHOXYBICYCLO[2.2.1]HEPT 5 EN 2 YL)CARBONYL]FERROCENE; [1,4,5,6 TETRABROMO 7,7 DIMETHOXYBICYCLO[2.2.1]HEPT 5 EN 2 YL]FERROCENE; [1,4,5,6 TETRACHLORO 7,7 DIMETHOXYBICYCLO[2.2.1]HEPT 5 EN 2 YL]FERROCENE; [5,6 DIBROMO 7,7 DIMETHOXYBICYCLO[2.2.1]HEPT 5 EN 2 YL]FERROCENE; [7,7 DIMETHOXYBICYCLO[2.2.1]HEPT 5 EN 2 YL]FERROCENE; [7,7 DIMETHOXYBICYCLO[2.2.1]HEPTAN 2 YL]FERROCENE; ACRYLOYLFERROCENE DERIVATIVE; FERROCENE; HALOGEN; UNCLASSIFIED DRUG; VINYLFERROCENE DERIVATIVE;

ARTICLE; CATALYSIS; DIELS ALDER REACTION; ELECTROCHEMISTRY; HYDROGENATION; OXIDATION REDUCTION REACTION;

EID: 70449432723     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0029-1217601     Document Type: Article

References (35)

1. Long, N. J. Angew. Chem., Int. Ed. Engl. 1995, 34, 21.
2. Balavoine, G. G. A.; Daran, J.-C.; Iftime, G.; Lacroix, P. G.; Manoury, E.; Delaire, J. A.; Maltey-Fanton, I.; Nakatani, K.; Bella, S. D. Organometallics 1999, 18, 21.
3. Togni, A.; Hayashi, T. Ferrocenes; VCH: Weinheim, 1995.
4. You, S.-L.; Hou, X.-L.; Dai, L.-X.; Yu, Y.-H.; Xia, W. J. Org. Chem. 2002, 67, 4684.
5. Pu, L.; Yu, H.-B. Chem. Rev. 2001, 101, 757.
6. Sawamura, M.; Kuninobu, Y.; Toganoh, M.; Matsuo, Y.; Yamanaka, M.; Nakamura, E. J. Am. Chem. Soc. 2002, 124, 9354.
7. Yuan, W. Z.; Sun, J. Z.; Liu, J. Z.; Dong, Y.; Li, Z.; Xu, H. P.; Qin, A.; Häussler, M.; Jin, J. K.; Zheng, Q.; Tang, B. Z. J. Phys. Chem. B 2008, 112, 8896.
8. Casas-Solvas, J. M.; Vargas-Berenguel, A.; Capitán-Vallvey, L. F.; Santoyo-González, F. Org. Lett. 2004, 6, 3687; and references therein.
9. Casas-Solvas, J. M.; Ortiz-Salmerón, E.; García-Fuentes, L.; Vargas-Berenguel, A. Org. Biomol. Chem. 2008, 6, 4230.
10. Martínez, R.; Ratera, I.; Tárraga, A.; Molina, P.; Veciana, J. Chem. Commun. 2006, 3809.
11. Khan, F. A.; Prabhudas, B.; Dash, J. J. Prakt. Chem. 2000, 342, 512.
12. For selected examples, see: Khan, F. A.; Sudheer, Ch. Org. Lett. 2008, 10, 3029.
13. Khan, F. A.; Upadhyay, S. K. Tetrahedron Lett. 2008, 49, 6111.
14. Khan, F. A.; Rout, B. J. Org. Chem. 2007, 72, 7011.
15. Khan, F. A.; Rout, B. Tetrahedron Lett. 2006, 47, 5251.
16. Khan, F. A.; Rao, C. N. Tetrahedron Lett. 2006, 47, 7567.
17. Khan, F. A.; Dash, J.; Sudheer, Ch.; Sahu, N.; Parasuraman, K. J. Org. Chem. 2005, 70, 7565.
18. Khan, F. A.; Dash, J. Eur. J. Org. Chem. 2004, 2692.
19. Khan, F. A.; Dash, J.; Sudheer, Ch. Chem. Eur. J. 2004, 10, 2507.
20. Khan, F. A.; Satapathy, R.; Dash, J.; Savitha, G. J. Org. Chem. 2004, 69, 5295.
21. Prokesova, M.; Solcaniova, E.; Toma, S.; Muir, K. W.; Torabi, A. A.; Konox, G. R. J. Org. Chem. 1996, 61, 3392.
22. Prokesova, M.; Rihs, G.; Toma, S. Collect. Czech. Chem. Commun. 1996, 61, 364.
23. Carroll, M. A.; White, A. J. P.; Widdowson, D. A.; Williams, D. J. J. Chem. Soc., Perkin Trans. 1 2000, 1551.
24. Lo Sterzo, C.; Ortaggi, G. J. Chem. Soc., Perkin Trans. 2 1984, 345.
25. Turbitt, T. D.; Watts, W. E. J. Organomet. Chem. 1972, 46, 109.
26. Hauser, C. R.; Pruett, R. L.; Mashburn, T. A. J. Org. Chem. 1961, 26, 1800.
27. Dogan,; Senol V.; Zeytinci S.; Koyuncu H.; Bulut A. J. Organomet. Chem. 2005 690 430.
28. Gras, J.-L. Tetrahedron Lett. 1978, 19, 2955.
29. Mehta, G.; Khan, F. A. J. Am. Chem. Soc. 1990, 112, 6140.
30. Alonso, F.; Beletskaya, I. P.; Yus, M. Chem. Rev. 2002, 102, 4009.
31. Khan, F. A.; Prabhudas, B. Tetrahedron Lett. 1999, 40, 9289.
32. Little, W. F.; Reilley, C. N.; Johnson, J. D.; Lynn, K. N.; Sanders, A. P. J. Am. Chem. Soc. 1964, 86, 1376.
33. Little, W. F.; Reilley, C. N.; Johnson, J. D.; Sanders, A. P. J. Am. Chem. Soc. 1964, 86, 1382.
34. Mason, J. G.; Rosenblum, M. J. Am. Chem. Soc. 1960, 82, 4206.
35. Perrin, D. D.; Armarego, W. L. F.; Perrin, D. R. Purification of Laboratory Chemicals, 2nd ed.; Pergamon Press: Oxford, 1980.