Citation: Hong Yu ZHANG, You Min SUN, Lan Fen WANG. A DFT Study on Intramolecular Hydrogen Bond in Substituted Catechols and Their Radicals[J]. Chinese Chemical Letters, ;2003, 14(2): 209-212. shu

A DFT Study on Intramolecular Hydrogen Bond in Substituted Catechols and Their Radicals

1.
Laboratory for Computational Biology, Shandong Provincial Research Center for Bioinformatic Engineering and Technique, Shandong University of Technology, Zibo 255049;
2.
Institute of Theoretical Chemistry, Shandong University, Jinan 250100;
3.
Department of Chemistry, Shandong Teachers'University, Jinan 250014

Received Date: 24 April 2002

Fund Project: This work was supported by the National Natural Science Foundation of China (Grant No.30100035).

Density functional theory (DFT) at B3LYP/6-31G(d,p) level was employed to calculate intramolecular hydrogen bond enthalpies (H_IHB), O-H charge differences, O-H bond lengths and bond orders for various substituted catechols and their radicals generated after H-abstraction.It was found that although the charge difference between hydrogen-bonded H and O played a role in determining H_IHB, H_IHB was mainly governed by the hydrogen bond length.As the oxygen-centered radical has great tendency to form a chemical bond with the H atom, hydrogen bond lengths in catecholic radicals are systematically shorter than those in catechols.Hence, the H_IHB for the former are higher than those for the latter.
- Catechol,
- catecholic radical,
- density functional theory,
- intramolecular hydrogen bond
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