journal6 ›› 2012, Vol. 33 ›› Issue (2): 89-92.DOI: 10.3969/j.issn.1007-2985.2012.02.021

• Chemistry and chemical engineering • Previous Articles     Next Articles

Theoretical Study on the Hetero-Diels-Alder Reaction of Oxime and Cyclopentadiene


  1. (School of Basic Sciences,East China Jiaotong University,Nanchang 330013,China)
  • Online:2012-03-25 Published:2012-05-28

Abstract: B3LYP/6-311G(d,p) theory and MP2/6-311G(d,p) theory  were used to calculate the Hetero-Diels-Alder reaction’s mechanism of oxime and cyclopentadiene.The results indicate that C—N bonds’ formation was prior to C—C bonds’;the formation and fracture of C— N bonds and C—C bonds were asynchronous collaborative processes;C=O bond which was passivated did not participate in the reaction.Reactions agree with frontier orbital theory which is favorable for the hetero-Diels-Alder reaction’s  progress.From the perspective of thermodynamics and kinetics,the reaction is feasible and the optimization results are of great significance.Reaction’s calculated data is in full agreement with literature’s.

Key words: oxime, cyclopentadiene, Hetero-Diels-Alder reaction, B3LYP, MP2

WeChat e-book chaoxing Mobile QQ