Determination of Reactivities by Molecular Orbital Theory Part IV. Application of IMO Method to some Thermal Diels-Alder Reactions

Determination of Reactivities by Molecular Orbital Theory Part IV. Application of IMO Method to some Thermal Diels-Alder Reactions

IMO 이론을 naphthalene, phenanthrene 및 1,2-benzanthracene 과 maleic anhydride 와의 Diels-Alder 반응에 적용하였다. Alternant hydrocarbon 에서 열적 부과반응이 일어 나리라 예상되는 위치가 실험결과와 잘 일치하였다. 계산된 안정화 에너지로부터 부가생성률 중의 이성체들의 상대적양이 설명되었으며 또 Brown 의 paralocalization 에너지와 안정화에너지 사이에 좋은 직전성이 있음을 알았다.

The intermolecular orbital theory was applied to the Diels-Alder reaction of naphthalene, phenanthrene and 1,2-benzanthracene with maleic anhydride. The expected positions of thermal addition in the alternant bydrocarbons were in agreement with experiment. It was also possible to explain the relative proportions of two isomeric adducts with the calculated stabilization energies. Comparison of the results with paralocalization energies of Brown gave agood linear correlation.