A DFT-based comparative study on the excited states intramolecular proton transfer in 1-hydroxy-2-naphthaldehyde and 2-hydroxy-3-naphthaldehyde

被引：47

作者：

De, Sankar Prasad ^{[1
]}

Ash, Sankarlal ^{[1
]}

Dalai, Sudipta ^{[1
]}

Misra, Ajay ^{[1
]}

机构：

[1] Vidyasagar Univ, Dept Chem & Chem Technol, Midnapore 721102, W Bengal, India

来源：

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM | 2007年 / 807卷 / 1-3期

关键词：

ground state intramolecular proton transfer; excited state intramolecular proton transfer; 1-hydroxy-2-naphthaldehyde; 2-hydroxy-3-naplithaldehyde; DFT; B3LYP; potential energy;

D O I：

10.1016/j.theochem.2006.12.010

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Potential energy (PE) curves for the intramolecular proton transfer in the ground (GSIPT) and excited (ESIPT) states of 1-hydroxy-2-naphthaldehyde (1H2NA) and 2-hydroxy-3-naphthaldehyde (2H3NA) were studied using DFT/B3LYP(6-31G) and TD-DFT/ B3LYP(6-31G) level of theory, respectively. Our calculations suggest the non-viability of ground state intramolecular proton transfer for both the compounds. Excited states PE calculations support the ESIPT process to both 1H2NA and 2H3NA. The wide difference in ESIPT emission process of 1H2NA and 2H3NA have been explained in terms of HOMO and LUMO electron density of the enol and keto tautomer of these two compounds. (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：33 / 41

页数：9

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