Study On Synthesis, Structures And Properties Of Ferrocene Derivatives

Since the crystal structure of ferrocene was elucidated in 1952, the fascinating structural properties of ferrocene and its derivatives caused an unrivaled interest in all fields of organometallic chemistry. In the last few years the chemistry of ferrocene and the molecular design of new compounds containing ferrocene unit has received much attention, associated with the utility of such compounds in many fields such as organic synthesis , homogeneous catalysis ,material chemistry ,and production of fine chemicals.In order to further explore the structure-activity relation of the ferrocene derivatives, eight novel compounds containing ferrocene unit was synthesized, and its chemical formulates are listed as below. ( I ): (C5H5)Fe(C5H4)-CH=N-NH-(C6H3-2,4-(NO2)2)(II): (C5H5)Fe(C5H4)-C(CH3)=N-NH-(C6H3-2,4-(NO2)2) (III):(C5H4)Fe(C5H4)-[l,r-C(CH3)=N-NH-CO-(C6H4-2-OH)](IV) :(C5H5)Fe(C5H4)(C6H5-4-COOCH2CH3)(V) : (C5H5)Fe(C5H4)CH2N+H(CH3)2·NO3-(VI):(C5H5)Fe(C5H4)CH2N+H(CH3)2·Cr-·2H2O (VII):(C5H5)Fe(C5H4)CH2N+H(CH3)2·Br-(VIII):2[(C5H5)Fe(C5H4)CH2N+H(CH3)2]·SO42-·5H2OThe characterization and property (X-ray, IR, UV-vis, 1H NMR and CV ) of the complexes are described. At the same time, the electronic structure and bonding properties of the compound (IV) and (V) by quantum chemistry calculation are also discussed.The study on the structure of the complex (IV) shows that it consists of a ferrocene unit appended to the ethyl p-aminobenzoate moiety in the para position. There are four planes in the complex, in which the benzene ring is the center section ofsuper-conjugate system. The electricproperty effect of substituted group influences OH the center iron atom, which results in the corresponding variation of redox and the chemical shift of cyclopentadienyl ring. Interestingly, the molecular form dipolymer structure through intermolecular hydrogen bond (C-H...O=C) which was not reported in the literature. There are many intermolecular hydrogen bonds in the title complexes(V),(VI), (VD) and (Vffl). The neighboring molecules in each of four complexes are holder together by these hydrogen bonds to form spatial net structure, which greatly enhance the stability of the compounds.