Add time:07/31/2019         Source:sciencedirect.com

A general method for the preparation of 1,1′-bis(N,N-dimethylamino)metallocenes is described, involving the reaction of N,N-dimethylamino-cyclopentadienyllithium (1-Li) with metal chlorides. 1,1′-Bis(N,N-dimethylamino)ferrocene (2), 1,1′-bis(N,N-dimethylamino)cobaltocenium hexafluorophosphate (3+ PF6−) and 1,1′-bis(N,N-dimethylamino)titanocene dichloride (4) have been synthesized in this way. The influence of the dimethylamino donor substituent has been studied by means of cyclic voltammetry. 1,1′-Bis(N,N-dimethylamino)ferrocene (2), e.g., has the most negative redox potential (Eo −0.23 V (SCE)) so far reported for a ferrocene derivative.The structure of 1,1-bis(N,N-dimethylamino)titanocene dichloride (4) has been determined by X-ray crystallography. It crystallizes in hexagonal plates with the space group C2/c (Z = 4, a 1301.4, b 647.2, c 1828.5 pm, β 98.81°). The titanium atom does not lie exactly above the centres of the cyclopentadienyl rings, and the CN bond from the cyclopentadienyl ring carbon atom C(1) to the nitrogen atom of the dimethylamino group is very short (134.7 pm).

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