Ethinylferrocene durch direkte einführung von acetylenen

摘要: Abstract Protected ethynylferrocenes were prepared by one-pot-reaction sequences, starting from 1,1′-dilithioferrocene·tmeda via intermediate cupration and subsequent coupling with iodoethynes. The dimethylsulphide complex of copper(I) iodide proved to be the most convenient in situ reagent for this inverse Stephens-Castro reaction type. corresponding monosubstituted could also isolated use half equivalents system, i.e. iodoethynes, followed quenching excess ferrocenyllithium functionalities. As primary examples, 1,1′-bis(trimethylsilylethynyl)ferrocene (I), 1-trimethyisilylethynylferrocene (II), 1,1′-bis(3-hydroxy-3-methylbut-1-ynyl)-ferrocene (III), 1-(3-hydroxy-3-methylbut-1-ynyl)ferrocene (IV), half-deprotected 1-ethynyl-1′-(3-hydroxy-3-methylbut-1-ynyl)ferrocene (V) 1-(3-hydroxy-3-methylbut-1-ynyl), 1′-iodoferrocene (VI) are presented. Full deprotection 1,1′-diethynylferrocene confirmed reported stability latter compound owing spontaneous polymerisation even exclusion water oxygen. All new compounds (I, Ill, IV, V, VI) characterized MS, IR, NMR elemental analysis.