IJOC  Vol.5 No.4 , December 2015
Ligand Exchange Reaction of Ferrocene with Heterocycles
Abstract: The ligand exchange reaction with heterocycles containing nitrogen, oxygen or sulfur atoms was carried out. For the reaction with heterocycles, the order of the reactivity was S-heterocycles > N-heterocycles > O-heterocycles. Furthermore, when the results for the heterocycles were compared to those for the corresponding hydrocarbons, the hydrocarbons had a higher reactivity. These results mean that the reactivity would be mainly governed by the electron density of these arenes.
Cite this paper: Okada, Y. , Huruya, H. and Imori, Y. (2015) Ligand Exchange Reaction of Ferrocene with Heterocycles. International Journal of Organic Chemistry, 5, 282-290. doi: 10.4236/ijoc.2015.54028.

[1]   Nesmeyanov, A.N., Vol’kenau, N.A. and Isaeva, L.S. (1967) Mobility of the Halogen in the Cyclopentadienyl Ring of Chlorocyclopentadienylphenyliron. Doklady Chemistry, 176, 106-109.

[2]   Li, F.-C., Tsai, S.-C., Yeh, C.-Y., Yeh, J.-Y., Chou, Y.-S., Ho, J.-R. and Tsiang, R.C.-C. (2014) Organic Thin-Film- Transistor Au/Poly(3-Hexylthiophene)/(Bilayer Die-lectrics)/Si Having Carbon Nanotubes Chemically Bonded to Poly(3-Hexylthiophene) in the Active Layer. Journal of Nano-science and Nanotechnology, 14, 5019-5027.

[3]   Cha, I., Yagi, Y., Kawahara, T., Hashimoto, K., Fujiki, K., Tamesue, S., Yamauchi, T. and Tsubokawa, N. (2014) Grafting of Polymers onto Graphene Oxide by Trapping of Polymer Radicals and Ligand-Exchange Reaction of Polymers Bearing Ferrocene Moieties. Colloids and Surfaces, A441, 474-480.

[4]   Astruc, D. and Dabard, R. (1976) On the Mechanism of Ligand Exchange and Complexation by Aluminum Chloride of Ferrocene and Its Alkylated and Acylated Derivatives. Journal of Organometallic Chemistry, 111, 339-347.

[5]   Astruc, D. and Dabard, R. (1976) Ligand Exchange Reactions between Arenes and Ferrocene Derivatives Bearing at the α Position One or Two Substituents Complexed by Aluminum Trichloride. Tetrahedron, 32, 245-249.

[6]   Astruc, D. (1983) Organo-Iron Complexes of Aromatic Compounds. Applications in Synthesis. Tetrahedron, 39, 4027-4095.

[7]   Hayashi, T., Okada, Y. and Shimizu, S. (1996) Substituent Effects for the Disproportionation, Synproportionation and Ligand Exchange Reaction of t-Butylferrocenes. Transition Metal Chemistry, 21, 418-422.

[8]   Okada, Y., Yoshigami, Y. and Hayashi, T. (2003) Steric Effects on the Ligand Exchange Reactions of Alkylferrocenes. Transition Metal Chemistry, 28, 794-799.