Synthesis Of N-"4-(ferrocenyl) Phenyl" Amides

Ferrocene is a kind of aromatic organic transition-metal complexes.As its novel structure and outstanding aromaticity, ferrocene attracts strong interests of researchers in organometallic chemistry since it was found.N-[4-(ferrocenyl)phenyl] amides were synthesized in this thesis. First 4-ferrocenyl nitrobenzene was synthesized using 4-nitroaniline and ferrocene through diazotization reaction. And then 4-ferrocenyl nitrobenzene was deoxidized to 4-ferrocenylaniline. Eleven carboxylic acids were reacted with sulfoxide chloride, and thionyl chlorides were got. Then they were reacted with the synthesized 4-ferrocenylanilines through aniline reaction making eleven N-[4-(ferrocenyl) phenyl] amides. As follows:N-[4-(ferrocenyl) phenyl]-3-pyridyl carboxamide, N-[4-(ferrocenyl) phenyl]-4-pyridyl carboxamide, N-[4-(ferrocenyl) phenyl] benzamide, N-[4-(ferrocenyl) phenyl]-3,5-dinitrobenzamide, N-[4-(ferrocenyl) phenyl]-3-phenyl acrylamide, N-[4-(ferrocenyl) phenyl]-4-chlorobenzamide, N-[4-(ferrocenyl) phenyl]-3- chlorobenzamide, N-[4-(ferrocenyl) phenyl]-2-chlorobenzamide, N-[4-(ferrocenyl) phenyl]-4-nitrobenzamide, N-[4-(ferrocenyl) phenyl]-3-nitrobenzamide, N-[4-(ferrocenyl) phenyl]-2-nitrobenzamide.All the compounds synthesized in this thesis have been verified by IR and 1H NMR.Some ones have been tested by MS.Ten compounds synthesized and characterized in this thesis are not included in SciFinder, and they are as follows: N-[4-(ferrocenyl) phenyl]-3-pyridyl carboxamide, N-[4-(ferrocenyl) phenyl]-4-pyridyl carboxamide, N-[4-(ferrocenyl) phenyl]-3,5-dinitrobenzamide, N-[4-(ferrocenyl) phenyl]-3-phenyl acrylamide, N-[4-(ferrocenyl) phenyl]-4-chlorobenzamide, N-[4-(ferrocenyl) phenyl]-3- chlorobenzamide, N-[4-(ferrocenyl) phenyl]-2-chlorobenzamide, N-[4-(ferrocenyl) phenyl]-4-nitrobenzamide, N-[4-(ferrocenyl) phenyl]-3-nitrobenzamide, N-[4-(ferrocenyl) phenyl]-2-nitrobenzamide.