Studies On The Synthesis, Properties Of Rigid Ferrocenyl Derivatives And Their Application On Heck Reaction

In this thesis, a series of novel ferrocenylimines and a cyclometallated ferrocenylimine were synthesized and characterized. The electrochemical property of ferrocenyl derivatives 1~4a as well as the catalytic efficiency of compound 5, 6 and 7a were investigated. There are four parts in the thesis as follows: 1. Synthesis of novel ferrocenyliminesThree new ferrocenylimines 2a~2c were synthesized by the condensation of 2-(α-ketotetramethylene)-ferrocene 1 with substituted phenylamines. The products were characterized by IR,~1H NMR, elemental analysis and High Resolution Mass Spectroscopy. The structure of compound 2a was further determined by single crystal X-ray diffraction.2. Synthesis of new cyclomercurated ferrocenylimine and cyclomercurated 2-(α -ketotetramethylene)-ferroceneCyclomercurated ferrocenylimine 3a was synthesized by mercuration of compound 2a. The product 3a was characterized by IR, ~1H NMR, elemental analysis and High Resolution Mass Spectroscopy. The structure of compound 3a was further determined by single crystal X-ray diffraction.Ferrocenylimines 2a~2c have a relatively rigid backbone and the imine substituents can not rotate freely. Through mercuration of compounds 2a~2c, the mechanism of mercuration of ferrocenylimine was confirmed. The mercury atom mainly attacks the substituted Cp ring, ortho to the imine group. In contrast, compounds 4a and 4b were obtained by the mercuration of compound 1. In order...