Abstract
Although haloferrocenes constitute important starting materials for many ferrocene-derived
products with importance in a variety of fields such as materials science, medicinal
chemistry and catalysis, only relatively few haloferrocenes out of the large number
of possible examples have been prepared so far. The first part of this review summarizes
the syntheses of all the homo- and heterohaloferrocenes known up to date. The second
part summarizes typical reactions of haloferrocenes, namely lithiation followed by
trapping with an electrophile, copper-mediated halogen substitution, coupling with
formation of diferrocenyl derivatives, ortho-lithiation followed by trapping with an electrophile, palladium-catalyzed coupling
reactions and finally miscellaneous reactions.
1 Introduction
2 Homohaloferrocenes
2.1 Fluoroferrocenes
2.2 Chloroferrocenes
2.3 Bromoferrocenes
2.4 Iodoferrocenes
3 Heterohaloferrocenes
4 Selected Reactions of Haloferrocenes
4.1 Lithiation Followed by Trapping with an Electrophile
4.2 Copper-Mediated Halogen Substitution
4.3 Coupling with Formation of Diferrocenyl Derivatives
4.4 ortho-Lithiation of Haloferrocenes
4.5 Palladium-Catalyzed Reactions of Haloferrocenes
4.6 Miscellaneous Reactions of Haloferrocenes
5 Conclusions
Key words
haloferrocenes - homohaloferrocenes - heterohaloferrocenes - lithiation - copper-mediated
reactions - diferrocenyl derivatives -
ortho-lithiation - palladium catalysis