The Research Of Synthesis Of The Biaryl Chalcone Ferroceneyl Deriveatives By Suzuki-Miyaura Cross-Coupling

The Suzuki-Miyaura cross-coupling reaction is one of the important tools for forming C—C bond in recent organic synthesis chemistry. This thesis introduces how to synthesize 3 serials chalcone analogues of ferrocenyl biaryl derivative which have NLO activity by Suzuki-Miyaura cross-coupling reaction, the detailed accounts are as follow.The two series of novel structures of chalcone analogues of ferrocenyl biaryl derivatives, were synthesized by an improved Suzuki-Miyaura cross-coupling reaction method which is to add the halide and the catalyst after an aryl boronic acid and sodium carbonate refluxed for 5 minutes in methol. Comparing to the traditional method which to adding all reagents at same time in benzene or toluene, reactive rate of the former can be reduced from hours to less than 1 hour, even 15 minutes, at the same time, no production of byproducts leads to good yield of desired compounds. When preparing the novel chalcone analogues of ferrocenyl triaryl chalcone derivatives which have more huge conjugated system, the methol was hard to dissolve the halide and product, we had to synthesize this serial chalcone analogues by traditional method.We have measured some new compounds' solvatochromic effect in six kinds of solvents and found that all of the compounds in different polarity solvents have changed the displacement of maximal absorbent wavelength about 30nm, the most is 36nm. The obvious solvatochromic effect reflects indirectly that this type of chalcone analogues of ferroceneyl biaryl derivatives has great potentiality in the domain of NLO materials and LC materials.We were the first to get a single crystals of this type of compounds, and identified its structure by single crystals diffraction. In one configuration, all of the four planes (prop-2-en-1-one , substituted ferrocene cyclic ring and two benzene rings) are nearly coplanar and show a more perfect conjugation system, that's according with our initial hypothesizer. In other configuration, the two benzene rings are nearly coplanar. But the substituted cyclic ring of ferrocene is partial coplanar with the plane of prop-2-en-l-one and the carbonyl has a angle with contiguous benzene...