Crystal structure and electrochemical properties of ferrocenyl aminophosphonic esters

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry

Volumn 40, Issue 6, 2010, Pages 386-390

  Feng, Wenhao ^a   Du, Wei ^a   Ran, Chunling ^a   Lu, Huijie ^a   Xu, Yan ^a   Fan, Yaoting ^a  

^a ZHENGZHOU UNIVERSITY   (China)

Author keywords

aminophosphonates; crystal structure; electrochemical properties; ferrocene

Indexed keywords

EID: 77954719009     PISSN: 15533174     EISSN: 15533182     Source Type: Journal    
DOI: 10.1080/15533174.2010.492549     Document Type: Article

References (28)

1. Roberto, C.J., Alicia, M.D.-G., and Roberto, C. Coordination compounds built on metal surfaces. Coord. Chem. Rev., 2009, 253, 1262-1275.
2. Deschenaux, R., Schweissguth, M., Vilches, M.T., Levelut, A.-M., Hautot, D., Long, G.J., and Luneau, D. Switchable mesomorphic materials based on the ferrocene-ferrocenium redox system: electron-transfer-generated columnar liquid-crystalline phasesOrganometallics. 1999,18, 5553-5559.
3. (a) Whittall, I.R., McDonagh, A.M., Humphrey, M.G., and Samoc, M. Organometallics in nonlinear optics i: second-order nonlinearities. Adv. Organomet. Chem., 1998, 42, 291-362.
4. (b) Whittall, I. R., Mcdonagh, A.M., Humphrey, M.J., Samoc, M. Organometallics in nonlinear optics ii: Third-order nonlinearities and optical limiting studies. Adv. Organomet. Chem., 1999, 43, 349-405.
5. Constable, E.C. Sandwiches bring a new element to molecular recognition. Angew. Chem. Int. Ed. Engl., 1991, 30, 407-408.
6. Atzkem, H., Hiermeier, J., Kohler, F., and Steck. A.J. Zwei- bis vierkernige starr silylverbrückte Ferrocene. Synthese, cyclovoltammetrie und chemische oxidation. J. Organomet. Chem., 1991, 408, 281-296.
7. Scholl, H., and Sochaj, K. Cyclic voltammetry of some ferrocenephanes in acetonitrile. Electrochim. Acta, 1991, 36, 689-694.
8. Togni, A., and Hayashi, T. Ferrocenes: Homogeneous Catalysis,Organic Synthesis, Materials Science. 1995, VCH, Weinheim, Germany.
9. Gref, A., Diter, P., Guillaneux, D., and Kagan H.B. Electrochemical behavior of various sulfur and phosphorus derivatives of ferrocene. New J. Chem., 1997, 21(12), 1353-1358.
10. Pilloni, G., Longano, B., and Corain, B. Heteropolymetallic complexes of 1,1′-bis(diphenylphosphino)ferrocene (dppf): VII. Redox behaviour of dppf. J. Organomet. Chem., 1991, 420(26), 57-65.
11. Kealy, T.J., and Pauson, P.L. A new type of organic-iron compound. Nature, 1951, 168,1039-1040.
12. Wilkinson, G., Rosenblum, M., Whiting, M.C., and Woodward, R.B. The structure of iron bis-cyclopentadienyl. J. Am.Chem. Soc., 1952, 74, 2125-2126.
13. (a) Fache, F., Schulz, E., Tommasino, M.L., and Lemaire, M. Nitrogencontaining ligands for asymmetric homogeneous and heterogeneous catalysis. Chem. Rev., 2000, 100, 2159-2231.
14. (b) Sutclie, O.B., Bryce, M.R. Planar chiral 2-ferrocenyloxazolines and 1,1′-bis(oxazolinyl)ferrocenessyntheses and applications in asymmetric catalysis. Tetrahedron: Asymmetry, 2003, 14, 2297-2325.
15. (c) Chelucci, G., Orru, G., Pinna, G.A. Chiral P, N-ligands with pyridine-nitrogen and phosphorus donor atoms. Syntheses and applications in asymmetric catalysis. Tetrahedron, 2003, 59, 9471-9515.
16. Barbaro, P., Bianchini, C., Giambastiani, G., and Parisel S.L. Progress in stereoselective catalysis by metal complexes with chiral ferrocenyl phosphines. Coord. Chem. Rev., 2004, 248, 2131-2150.
17. Vyakaranam, K., andHosmane, N.S. Novel carboranyl derivatives of nucleosidemono- and diphosphites and phosphonates: A Synthetic Investigation. Bioinorg. Chem. Appl.,2004, 2, 31-42.
18. Brunner, H., Konig, W., and Nuber, B. Enantioselective catalysis 83. Synthesis of optically active ferrocenylalanine. Tetrahedron: Asym., 1993, 4, 699-707.
19. 5-C5H4); R-Ph, CH2OH and CH2CH2CN), and some phosphine oxide, phosphine sulfide, phosphonium and metal complex derivatives. J. Organomet. Chem., 2003, 676, 62-72.
20. Isaac, C.J., Elsegood, M.R.J., Clegg, W., Rees, N.H., Horrocks, B.R., and Houlton, A. Ferrocenylmethylphosphonate formation. Synthesis, spectroscopy and molecular structure. Polyhedron, 1998, 17, 3817-3823.
21. Frantz, R., Carre , F., Durand, J.O., and Lanneau, G.F. New phosphonates containing a π-conjugated ferrocenyl unit. New J. Chem., 2001, 25, 188-190.
22. 5C5H4), R = Et, H). J. Organomet. Chem., 2004, 689, 2654-2661.
23. Xu, Y., Fu, Y., Song, M.P., and Wu, Y.J. Synthesis and crystal structure of a novel hetero-six-nuclear copper-iron cluster containing ferroceylphenyl groups. Chin. Chem. Lett., 2005, 7(16), 863-866.
24. Lu, E.-N., Xu, Y., Ran, C.-L., Liu, H.-H., Qiao, C.-J., Fan, Y.-T., and Zhu, Y. Synthesis and characterization of novel ferrocenyl α- aminophosphonic esters. Chin. J.Org. Chem., 2008, 28(10), 1735-1739.
25. Emsley, J., and Hall, D. The Chemistry of Phosphorus. 1976, New York: John Wiley & Sons, 34-36, 64-66.
26. SHELXTL-97, Program for refining crystal structure refinement, University of Göttingen, Germany, 1997.
27. Zhang, Z.-X., and Wang, E.-K, Electrochemical Theory and Technique. 2000, Beijing, China, Science Press,243-246; 439-440.
28. Ye, B.X., Xu, Y.,Wang, F., Fu, Y., and Song, M.P. Synthesis, structures and electrochemistry of two Schiff base compounds bearing phenylferrocene. Inorg. Chem. Commun., 2005, 8, 44-47.