The Reactivity and Stability Studies of Benzoquinone Methides by Ab Initio Calculations

Bulletin of the Korean chemical society

Woonphil Baik¹  Byeong Hyo Kim¹  Eun-young Hurh¹  Shin Jong Kim¹  Sangho Koo¹ 

关键词: Benzoquinone methide;    Ab initio;    B3LYP.;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

The conformations of symmetrically hindered benzoquinone methides (=BMs), unsymmetrically hindered BMs, and simple BM have been optimized using density functional theories. It is shown that the optimized geometries of symmetrically hindered BMs are fully in accord with those expected for the plannar conformations, in which the effective hyperconjugation of symmetrically substituted dialky groups with ring can occur. Relative stabilization energies calculated at the B3LYP/6-31G*//B3LYP/6-31* level by means of isodesmic equation are 2.8-5.3 kcal/mol enhanced for symmetrically hindered BMs. This finding provides a rationalization for the previous experimental results that the BM formation is depend upon the substituents.

【 授权许可】

Unknown