Abstract

Reactions of protonic acids (HCl, CF 3COOH) with diindenyliron give the h 5-indenyl- h 6-indeneiron(II) monocation, [Fe(C 9H 7)(C 9H 8)] +, which can be isolated as a hexafluorophosphate salt. Two deuterium labeling experiments, the reaction of Fe(C 9H 7) 2 and DCl and the reaction 1,1′,3,3′-tetradeuteriobis(indenyl)iron with HCl, confirm that the products in this reaction have been formed by stereospecific addition of the proton to the indenyl ring. Because of the wealth of data on metal protonations, including data on the protonation of ferrocene at the iron atom, preference is indicated here for endo ring protonation which is proposed to occur via an intermediate protonated metal species. Protonation of Fe(C 5H 5)(C 9H 7) is also reported. Deprotonation with n-butyllithium regenerates diindenyliron. However, data on these reactions suggest preferential loss of an exo-proton, which is perhaps realistic in view of the known attack of nucleophiles on the exo position of coordinated hydrocarbon rings.

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