Effects of Amino Substitution on the Excited State Hydrogen Transfer in Phenol: A TDDFT Study

Bulletin of the Korean chemical society

Sang su Kim¹  Minho Kim¹  Hyuk Kang¹ 

关键词: Excited state hydrogen transfer;    Phenol;    Aminophenol;    Substitution effect;    TDDFT;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

When isolated phenol or a small phenol-solvent cluster is excited to the S1 state of ヰヰ* character, the hydrogen atom of the hydroxyl group dissociates via a ヰヲ* state that is repulsive along the O-H bond. We computationally investigated the substitution effects of an amino group on the excited state hydrogen transfer reaction of phenol. The time-dependent density functional theory (TDDFT) with B3LYP functional was employed to calculate the potential energy profiles of the ヰヰ* and the ヰヲ* excited states along the O-H coordinate, together with the orbital shape at each point, as the position of the substituent was varied. It was found that the amino substitution has an effect of lowering the ヰヲ* state and enhancing the excited state hydrogen transfer reaction.

【 授权许可】

Unknown