Bromination of ferrocene chalcone derivatives mediated by beta-cyclodextrin

Bromination of the inclusion complex of trans-ferrocenylchalcone derivative s with beta -cyclodextrin was studied. In the absence of beta -cyclodextrin , the analogous ferrocenylchalcone does not undergo bromination at room tem perature, but its inclusion complex in beta -cyclodextrin brominates smooth ly and gives the erythro-dibromide derivatives. This complexation does not induce any variation in the bromination pattern and the ferrocenyl moiety i s not attacked in the reaction. These observations have been accounted for in terms of guest-host interaction patterns. The formation of complex and d ibromination product has been confirmed by elemental analyses, IR, H-1-NMR, C-13-NMR, UV-Vis and electrochemical methods. (C) 2001 Elsevier Science B. V. All rights reserved.