二茂铁叔胺化合物的环靶化反应及其电化学性能研究.doc

二茂铁叔胺化合物的环靶化反应及其电化学性能研究
 
摘  要

1. 二茂铁和三氯氧磷、DMF在无水氯仿中反应生成甲酰基二茂铁；甲酰基二茂铁与盐酸羟胺、碳酸氢钠在无水甲醇溶剂中缩合生成甲酰基二茂铁肟；甲酰基二茂铁肟和氢化铝锂在溶剂四氢呋喃中生成二茂铁甲基胺。
2. 二茂铁甲基胺分别与糠醛、噻吩甲醛、苯甲醛、2，6-二氯苯甲醛在无水甲醇中生成四个相应的希夫碱，希夫碱经硼氢化钠还原得到相对应的仲胺化合物，其和甲醛、硼氢化钠氮甲基化反应得到相应的叔胺，叔胺与氯化钯锂、乙酸钠在甲醇溶剂中反应生成相应的二聚体，在二氯甲烷溶剂中二聚体和三苯基膦环钯解聚生成相应的环钯解聚体。
3. 通过红外光谱和核磁共振测定希夫碱还原物仲胺、氮甲基化产物叔胺、环钯解聚物的结构并通过循环伏安法测定它们的电化学性能。

关键词   二茂铁/希夫碱/氮甲基化/环钯化

SYNTHESIS OF FERROCENE METHYLAMINEPALLADACYCLES COMPOUNDS

ABSTRACT

1.The formyl ferrocene 1 was synthesizend by the condensation of the ferrocene and phosphorus oxychloride, N, N'-dimethylformamide, which reacted with hydroxylamine hydrochloride in the presence of sodium bicarbonate in methanol producing the formyl ferrocene oxime 2. The ferrocene oxime 2 was reduced by lithium aluminium hydride in dry tetrahydrofuran giving the ferrocene methylamine 3 , which were confirmed by infrared spectroscopy.
2.The four Schiff bases（4a、4b、4c、4d）  were synthesized by formyl ferrocene amine, Furfural, thiophene formaldehyde（benzaldehyde 、2,6 – Dichlorobenzaldehyde) in anhydrous methanol, respectively. Which were dealed with formaldehyde and reduced by sodium borohydride in methanol producing the ferrocenyl tertiary amine. The ferrocenyl tertiary amine were reacted with Li2PdCl4 in anhydrous methanol giving the dimer cyclopalladated compound, which were reacted with triphenylphosphine resulting in the monomer cyclopalaldated compound.
3. By infraring  redients spectroscopy and nuclear magnetic resonance to measured  the structure of compounds and by infraring cyclic voltammetry to measured  the performance  of  compounds .

KEYWORDS   ferrocene, schiff base, N methylation, palladium-based