DIELS-ALDER REACTION OF FURAN WITH CYCLOPROPENONE - AN AB-INITIO STUDY
DIELS-ALDER REACTION OF FURAN WITH CYCLOPROPENONE - AN AB-INITIO STUDY
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DOI：
10.1021/jo00119a016
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发表时间：
1995-07-14
影响因子：
3.6
通讯作者：
BACHRACH, SM
中科院分区：
文献类型：
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作者：
BACHRACH, SM
在MP4SDQ/6-31G*lIMP2/ 6-31G*水平上考察了呋喃与环丙烯的Diels-Alder反应。在MP2/ 6-31G*水平上对反应物、过渡态和产物进行了完全优化。优化后的结构表明醚氧与羰基碳之间的稳定相互作用使逸出产物成为热力学产物（逸出有利于6.35 kcal mol(-1)）和动力学产物（逸出有利于1.81 kcal mol(-1)）。根据拓扑键序，反应遵循同步协调路径。
The Diels-Alder reaction of furan with cyclopropenone is examined at the MP4SDQ/6-31G*lIMP2/ 6-31G* level. Reactants, transition states, and products were completely optimized at the MP2/ 6-31G* level. Optimized structures indicate a stabilizing interaction between the ether oxygen and the carbonyl carbon makes the exo product the thermodynamic (exo favored by 6.35 kcal mol(-1)) and kinetic (exo TS favored by 1.81 kcal mol(-1)) product. On the basis of topological bond orders, the reaction follows a synchronous concerted pathway.