树状分子胺催化的Henry反应研究

Study on Henry Reaction Catalyzed by Dendritic Amines

Henry反应是一类重要的构筑碳碳键的原子经济型反应,生成的双官能团化合物β-硝基醇是一种应用很广的有机合成中间体.以苯甲醛与硝基甲烷的Henry反应为模型,首先尝试了一些小分子弱碱催化剂的催化效果.在此基础上,合成了0～2代聚苯醚型树状分子哌啶催化剂,并进行了1H NMR,IR和MS表征,将其应用于Henry反应,对其催化性能进行了初步研究,结果表明:低代数树状分子哌啶在硝基甲烷中的催化效果较好,高代数树状分子哌啶表现出负的树状分子效应.

The Henry reaction is an important atom economical reaction for the formation of carbon-carbon bonds,and the obtained β-nitroalcohols with bisfunctional groups are very versatile intermediates which are widely applied in organic synthesis.In this article,with the Henry reaction of benzaldehyde and nitro-methane as the model,the catalytic ability of some weak basic catalysts was explored.The first-and the second-generation polyphenyl ether type dendritic piperidine catalysts,which were characterized by 1H NMR and MS techniques,were synthesized,and their catalytic abilities were investigated in Henry reaction.The obtained results indicated that the lower generation dendritic piperidine provided preferable catalytic ac-tivity in the case of nitromethane,and the higher generation one showed negative dendritic effect.