Diels-Alder反应活性的量子化学计算研究  

Study on Diels-Alder Reaction with Quantum Chemistry

作　　者：胡文祥[1] 石亿[1] 刘明[1] 李博[1] 王浩宇[1] 

机构地区：[1]首都师范大学化学系,北京100048

出　　处：《化学通报》2010年第9期804-808,共5页Chemistry

基　　金：国家自然科学基金项目(20872095)资助

摘　　要：通过HF/6-31G*方法对Diels-Alder反应的一些双烯体及亲双烯体分子进行了结构优化和能量计算。对分子的LUMO、HOMO轨道能量的分析发现,给电子取代基双烯体与吸电子取代基亲双烯体、吸电子取代基双烯体与给电子取代基亲双烯体的Diels-Alder反应较易进行,只是反应开始第一步两者电子流向相反。计算结果表明,反应进行的可能性与一个反应分子LUMO轨道和另一个反应分子HOMO轨道能量之差呈正相关。The energy of some dienes and dienophiles participating in Diels-Alder reactions was calculated by HF /6-31G＊ level.The molecule structures were optimized at PM3 level at first.The effect of dienes and dienophiles with different substituents on the activities of Diels-Alder reactions was discussed.The results showed both reactions of dienes with electron donating group and dienophiles with electron withdrawing group and of dienes with electron withdrawing group and dienophiles with electron donating group were easy to occur although their electron transferring directions were opposite.The active energy of the reaction was positive relativity with the gap between LUMO of one reactant molecule and HOMO of the other reactant molecule.

关 键 词：DIELS-ALDER反应 双烯体 亲双烯体 最低空轨道 最高占有轨道 

分 类 号：O621.13[理学—有机化学]