Acetoxymercuration of acylferrocenes a novel synthesis of 1,2-disubstituted ferrocenes

Add time:08/02/2019    Source:sciencedirect.com

Acetoxymercuration of a series of acylferrocenes has been found to produce appreciable amounts of 1,2- as well as 1,1′-mercurated products. The mercurated derivatives were readily converted into a variety of other unsymmetrical 1,2- and 1,1′-disubstituted ferrocenes. The 1,2-orientation of substituents was inferred by spectra data, and was confirmed by a comparison of products from the mercuration reactions with analogous products obtained from the 2-lithiation of [(dimethylamino)methyl]ferrocene. Both 2-(methoxycarbonyl)biferrocene and 2-acetylbiferrocene have been obtained from mixed Ullmann reactions of iodoferrocene with 2-iodo-1-(methoxycarbonyl)ferrocene and 2-iodo-1-acetylferrocene, respectively.

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