Semi-rigid N-para-ferrocenyl(benzoyl)amino-acid esters for biomaterials: Synthesis and characterization of Fc-C6H4CONHCH(R)CO2Me where Fc = (η5-C5H5)Fe (η5-C5H4) and R = H, CH3, CH2CH(CH3)2, CH2C6H5

Inorganic Chemistry Communications

Volumn 5, Issue 12, 2002, Pages 1034-1040

  Savage, David ^a   Gallagher, John F ^a   Ida, Yoshiteru ^b   Kenny, Peter T M ^a  

^a DUBLIN CITY UNIVERSITY   (Ireland)

^b SHOWA UNIVERSITY   (Japan)

Author keywords

Amino acid esters; Biomaterials; Bioorganometallic chemistry; FAB MS; Ferrocene; X ray crystal structures

Indexed keywords

ALANINE DERIVATIVE; AMINO ACID DERIVATIVE; BENZOIC ACID DERIVATIVE; BIOMATERIAL; FERROCENE; N 4 FERROCENYL(BENZOYL)AMINO ACID ESTER DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CRYSTAL STRUCTURE; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; MOLECULAR DYNAMICS; SYNTHESIS;

EID: 0036896598     PISSN: 13877003     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1387-7003(02)00638-X     Document Type: Article

References (36)

1. (a) G. Jaouen (Ed.), J. Organomet. Chem., Bioorganometallic Chemistry (Special Issue), 589 (1999) 1-126;
2. (b) R.D. Adams (Ed.), J. Organomet. Chem., Ferrocene Chemistry (Special Issue), 619 (1999) 1-875.
3. (a) V. Degani, A. Heller, J. Am. Chem. Soc. 110 (1988) 2615;
4. (b) M. Kira, T. Matsubara, H. Shinohara, M. Sisido, Chem. Lett. (1997) 89.
5. (a) H.-B. Kraatz, J. Lusztyk, G.D. Enright, Inorg. Chem. 36 (1997) 2400;
6. (b) H.-B. Kraatz, D.M. Leek, A. Houmam, G.D. Enright, J. Lusztyk, D.D.M. Wayner, J. Organomet. Chem. 589 (1999) 38.
7. (a) J.F. Gallagher, P.T.M. Kenny, M.J. Sheehy, Inorg. Chem. Commun. 2 (1999) 200;
8. (b) J.F. Gallagher, P.T.M. Kenny, M.J. Sheehy, Inorg. Chem. Commun. 2 (1999) 327;
9. (c) J.F. Gallagher, P.T.M. Kenny, M.J. Sheehy, Acta Crystallogr. C 55 (1999) 1257.
10. (a) A. Nomoto, T. Moriuchi, S. Yamazaki, A. Ogawa, T. Hirao, J. Chem. Soc. Chem. Commun. (1998) 1963;
11. (b) T. Moriuchi, A. Nomoto, K. Yoshida, A. Ogawa, T. Hirao, J. Am. Chem. Soc. 123 (2001) 68;
12. (c) T. Moriuchi, A. Nomoto, K. Yoshida, T. Hirao, Organometallics 20 (2001) 1008;
13. (d) T. Itoh, S. Shirakami, N. Ishida, Y. Yamashita, T. Yoshida, H.-S. Kim, Y. Wataya, Bioorg. Med. Chem. Lett. 10 (2000) 1657.
14. (a) A. Hess, J. Sehnert, T. Weyhermüller, N. Metzler-Nolte, Inorg. Chem. 39 (2000) 5437;
15. (b) O. Brosch, T. Weyhermüller, N. Metzler-Nolte, Inorg. Chem. 39 (2000) 323.
16. (a) N.J. Long, Angew. Chem., Int. Ed. Engl. 34 (1995) 21;
17. (b) T. Verbiest, S. Houbrechts, M. Kauranen, K. Clays, A. Persoons, J. Mater. Chem. 7 (1997) 2175;
18. (c) J. Heck, S. Dabek, T. Meyer-Friedrichsen, H. Wong, Coord. Chem. Rev. (1999) 1217;
19. (d) J.A. Mata, E. Peris, S. Uriel, R. Llusar, I. Asselberghs, A. Persoons, Polyhedron 20 (2001) 2083;
20. (e) A.M. McDonagh, M.P. Cifuentes, M.G. Humphrey, S. Houbrechts, J. Maes, A. Persoons, M. Samoc, B. Luther-Davies, J. Organomet. Chem. 610 (2001) 145;
21. (f) M.H. Garcia, M.P. Robalo, A.P.S. Teixeira, A.R. Dias, M.F.M. Piedade, M.T. Duarte, J. Organomet. Chem. 632 (2001) 145;
22. (g) R.D.A. Hudson, I. Asselberghs, K. Clays, L.P. Cuffe, J.F. Gallagher, A.R. Manning, A. Persoons, K. Wostyn, J. Organomet. Chem. 637-639 (2001) 435;
23. (h) R.D.A. Hudson, A.R. Manning, D.F. Nolan, I. Asselberghs, R. Van Boxel, A. Persoons, J.F. Gallagher, J. Organomet. Chem. 619 (2001) 141.
24. (a) J.S. Seo, Y.S. Yoo, M.G. Choi, J. Mater. Chem. 11 (2001) 1332;
25. (b) M. Even, B. Heinrich, D. Guillon, D.M. Guldi, M. Prato, R. Deschenaux, 7 (2001) 2595.
26. (a) P.D. Beer, J.E. Nation, S.L.W. McWhinnie, M.E. Harman, M.B. Hursthouse, M.I. Ogden, A.H. White, J. Chem. Soc., Dalton Trans. (1991) 2485;
27. (b) J.E. Kingston, L. Ashford, P.D. Beer, M.G.B. Drew, J. Chem. Soc., Dalton Trans. (1999) 251;
28. (c) P.D. Beer, Acc. Chem. Res. 31 (1998) 71.
29. Unpublished results, D. Savage, School of Chemical Sciences, Dublin City University, Dublin 9, Ireland, 2002;
30. (b) J.F. Gallagher, P.T.M. Kenny, D. Savage, 2002, in preparation.
31. P.C. Reeves, Org. Syn. 56 (1977) 28.
32. (a) M. Barber, R.S. Bordoli, R.D. Sedgwick, A.N. Tyler, J. Chem. Soc. Chem. Commun. (1981) 325;
33. (b) P.T.M. Kenny, K. Nomoto, R. Orlando, Rapid Commun. Mass Spectrom. 11 (1997) 224.
34. F.H. Allen, O. Kennard, Chem. Des. Automat. News 8 (1993) 1-31.
35. G.M. Sheldrick, SHELXL97, University of Göttingen, Germany.
36. A.L. Spek, PLATON, University of Utrecht, The Netherlands, 1998.