Synthesis of perfluoroalkylthio-substituted ferrocenes

Synthesis

Volumn , Issue 12, 2009, Pages 2015-2018

  Rhode, Constantin ^a   Lemke, Jessica ^a   Lieb, Max ^a   Metzler Nolte, Nils ^a  

^a RUHR UNIVERSITY BOCHUM   (Germany)

Author keywords

Electrochemistry; Ferrocene; Fluoro compounds; Trifluoromethyl

Indexed keywords

ELECTRONWITHDRAWING; ELEMENTAL ANALYSIS; FERROCENE; FERROCENES; FLUORO COMPOUNDS; IN-SITU; IR SPECTROSCOPY; LATTICE ENERGIES; NUCLEOPHILIC DISPLACEMENT; NUCLEOPHILIC SUBSTITUTION REACTIONS; TRIFLUOROMETHYL; TRIFLUOROMETHYL GROUP; TRIFLUOROMETHYLATION;

CHLORINE COMPOUNDS; ELECTROCHEMISTRY; ELECTROLYSIS; IRON COMPOUNDS; MASS SPECTROMETRY; MERCURY (METAL); ORGANIC COMPOUNDS; PHOTOCHEMICAL REACTIONS; REDOX REACTIONS; SUBSTITUTION REACTIONS;

AROMATIC HYDROCARBONS;

1 PERFLUOROOCTANESULFONYLFERROCENE; 1,1' BIS(TRIFLUOROMETHYLTHIO)FERROCENE; BROMIDE; COPPER; FERROCENE DERIVATIVE; TRIFLUOROMETHYLTHIOFERROCENE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; DRUG DETERMINATION; DRUG SYNTHESIS; ELECTROCHEMISTRY; ELECTRON TRANSPORT; ENERGY YIELD; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; METHYLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION REDUCTION REACTION; PHOTOCHEMICAL EFFICIENCY; SOLID; SUBSTITUTION REACTION;

EID: 67650069656     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0029-1216812     Document Type: Article

References (42)

1. Purser, S.; Moore, P. R.; Swallow, S.; Gouverneur, V. Chem. Soc. Rev. 2008, 37, 320.
2. (a) Ainsworth, S. J. Chem. Eng. News 2007, 85 (37), 13.
3. (b) Thayer, A. M. Chem. Eng. News 2006, 84 (23), 15.
4. (a) Popov, V. I.; Lieb, M.; Haas, A. Ukr. Khim. Zh. (Russ. Ed.) 1990, 56, 1115;
5. Chem. Abstr. 1990, 114, 57248.
6. (b) Hedberg, F. L.; Rosenberg, H. J. Organomet. Chem. 1971, 28, C14.
7. (c) Rosenberg, H. US Patent 3432533, 1969; Chem. Abstr. 1969, 71, 3486.
8. (a) Akiyama, T.; Kato, K.; Kajitani, M.; Sakaguchi, Y.; Nakamura, J.; Hayashi, H.; Sugimori, A. Bull. Chem. Soc. Jpn. 1988, 61, 3531.
9. (b) Sugimori, A.; Kato, K.; Akiyama,T. Japanese Patent JP 61027927, 1986; Chem. Abstr. 1986, 105, 208591.
10. (a) Ferrocenes: Homogeneous Catalysis, Organic Synthesis, Material Science; Togni, A.; Hayashi, T., Eds.; VCH: Weinheim, 1995.
11. (b) Ferrocenes; Stepnicka, P., Ed.; Wiley: Chichester, 2008.
12. (a) Metzler-Nolte, N. Spec. Chem. Mag. 2002, 34.
13. (b) van Staveren, D. R.; Metzler-Nolte, N. Chem. Rev. 2004, 104, 5931.
14. (c) Kirin, S. I.; Kraatz, H.-B.; Metzler-Nolte, N. Chem. Soc. Rev. 2006, 35, 348.
15. (d) Metzler-Nolte, N. In Bioorganometallics; Jaouen G., Wiley-VCH: Weinheim, 2006, 125-179.
16. (e) Metzler-Nolte, N. In Comprehensive Organometallic Chemistry III; Crabtree, R.; Mingos, D. M. P., Eds.; Elsevier: Amsterdam, 2006, 883-920.
17. (f) Salmain, M.; Metzler-Nolte, N. In Ferrocenes; Stepnicka, P., Ed.; Wiley: Chichester, 2008, 499-639.
18. (a) van Staveren, D. R.; Weyhermüller, T.; Metzler-Nolte, N. Dalton Trans. 2003, 210.
19. (b) Barisic, L.; Dropucic, M.; Rapic, V.; Pritzkow, H.; Kirin, S. I.; Metzler-Nolte, N. Chem. Commun. 2004, 2004.
20. (c) Kirin, S. I.; Wissenbach, D.; Metzler-Nolte, N. New J. Chem. 2005, 1168.
21. (d) Noor, F.; Wüstholz, A.; Kinscherf, R.; Metzler-Nolte, N. Angew. Chem. Int. Ed. 2005, 44, 2429.
22. (e) Barisic, L.; Rapic, V.; Metzler-Nolte, N. Eur. J. Inorg. Chem. 2006, 4019.
23. (f) Chantson, J.; Varga Falzacappa, M. V.; Crovella, S.; Metzler-Nolte, N. ChemMedChem 2006, 1, 1268.
24. (g) Hoffmanns, U.; Metzler-Nolte, N. Bioconjugate Chem. 2006, 17, 204.
25. (h) Kirin, S. I.; Schatzschneider, U.; de Hatten, X.; Weyhermüller, T.; Metzler-Nolte, N. J. Organomet. Chem. 2006, 691, 3451.
26. (i) Jios, J. L.; Kirin, S. I.; Buceta, N. N.; Weyhermüller, T.; Védova, C. O. D.; Metzler-Nolte, N. J. Organomet. Chem. 2007, 692, 4209.
27. (j) de Hatten, X.; Bothe, E.; Merz, K.; Huc, I.; Metzler-Nolte, N. Eur. J. Inorg. Chem. 2008, 4530.
28. (k) Köster, S. D.; Dittrich, J.; Gasser, G.; Hüsken, N.; Castañeda, I. C. H.; Jios, J. L.; Védova, C. O. D.; Metzler-Nolte, N. Organometallics 2008, 27, 6326.
29. (l) Noor, F.; Kinscherf, R.; Bonaterra, G. A.; Metzler-Nolte, N. ChemBioChem 2009, 10, 493.
30. (a) Hess, A.; Metzler-Nolte, N. Chem. Commun. 1999, 885.
31. (b) Verheijen, J. C.; van der Marel, G. A.; van Boom, J. H.; Metzler-Nolte, N. Bioconjugate Chem. 2000, 11, 741.
32. (c) Maurer, A.; Kraatz, H.-B.; Metzler-Nolte, N. Eur. J. Inorg. Chem. 2005, 3207.
33. (d) Gasser, G.; Hüsken, N.; Köster, S. D.; Metzler-Nolte, N. Chem. Commun. 2008, 3675.
34. (a) Müller-Westhoff, U. T.; Yang, Z.; Ingram, G. J. Organomet. Chem. 1993, 463, 163.
35. (b) Sanders, R.; Müller-Westhoff, U. T. J. Organomet. Chem. 1996, 512, 219.
36. Dong, T.-Y.; Lai, L.-L. J. Organomet. Chem. 1996, 509, 131.
37. Slocum, D. W.; Koonvitsky, B. W.; Ernst, C. R. J. Organomet. Chem. 1972, 38, 125.
38. Cech, D.; Wohlpfeil, R.; Etzold, G. Nucl. Acids Res. 1975, 11, 2183.
39. Haas, A.; Lieb, M. J. Heterocycl. Chem. 1986, 23, 1079.
40. Lieb, M.; Metzler-Nolte, N. unpublished results.
41. Fish, R. W.; Rosenblum, M. J. Org. Chem. 1965, 30, 1253.
42. Deck, P. A.; Jackson, W. F.; Fronczek, F. R. Organometallics 1996, 15, 5287.