Abstract
The synthesis of a family of mono- and 1,1'-bis-substituted ferrocenylaryl and heteroaryl ketones is described. The key transformation was the Liebeskind-Srogl cross-coupling reaction between ferrocenylthiol esters and boronic acids. The yields ranged from 22 to 99% in the monosubstituted ferrocenyl derivatives and from 26 to 77% in the case of the 1,1'-bis-substituted analogues.
Highlights
Ever since its discovery fifty years ago, the chemistry of ferrocene has developed dramatically.[2]
Ferrocenylketones have been employed as well as precursors of arylferrocenylmethanols, compounds that were used as mediators in biosensors.5a Bildstein and co-workers reported the synthesis of olefin-containing ferrocene derivatives from the corresponding ketones for modeling purposes of molecular electronic devices.[6]
Such olefins have been used in the synthesis of polymers that are used as coating materials for aerospace applications.[7]
Summary
Ever since its discovery fifty years ago, the chemistry of ferrocene has developed dramatically.[2].
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