Excited state intramolecular proton transfer in 3-hydroxy flavone and 5-hydroxy flavone: A DFT based comparative study

被引：35
|
作者：
Ash, Sankarlal [1 ]
De, Sankar Prasad [1 ]
Pyne, Santanu [1 ]
Misra, Ajay [1 ]
机构：
[1] Vidyasagar Univ, Dept Chem & Chem Technol, Midnapore 721102, WB, India
来源：
JOURNAL OF MOLECULAR MODELING | 2010年 / 16卷 / 05期
关键词：
B3LYP; DFT; Excited state intramolecular proton transfer; 3-hydroxy-flavone; Potential energy; HYDROGEN-ATOM TRANSFER; AB-INITIO; TRANSFER SPECTROSCOPY; SPONTANEOUS EMISSION; FLUORESCENCE PROBES; ELECTRONIC STATES; CHARGE-TRANSFER; TRANSFER ESIPT; SINGLE-PROTON; DERIVATIVES;
D O I：
10.1007/s00894-009-0578-y
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Potential energy (PE) curves for the intramolecular proton transfer in the ground (GSIPT) and excited (ESIPT) states of 3-hydroxy-flavone (3HF) and 5-hydroxy-flavone (5HF) were studied using DFT/B3LYP (6-31G (d,p)) and TD-DFT/B3LYP (6-31G (d,p)) level of theory respectively. Our calculations suggest the non-viability of ground state intramolecular proton transfer for both the compounds. Calculated PE curves of 3HF for the ground and excited singlet states proton transfer process explain its four state laser diagram. Excited states PE calculations support the ESIPT process to both 5HF and 3HF. The difference in ESIPT emission process of 3HF and 5HF have been explained in terms of HOMO and LUMO electron distribution of the enol and keto tautomer of these two compounds.
引用
收藏
页码：831 / 839
页数：9
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