水楊醛之構形異構物及分子內氫鍵之理論研究

Theoretical Study of Conformal Isomers and Intra-Molecular Hydrogen Bond for Salicylaldehyde

陳成(Cheng Chen) ； 許福生(Fu-Sheng Hsu) ； 徐雙富(Shuang-Fuh Shyu)

《化學》 56卷4期 (1998/12) Pp. 237-244

https://doi.org/10.6623/chem.1998031

摘要

本研究選用MP2/ 6-31G** ab initio法對水楊醛進行幾何優選結構、內轉動之過渡態、能量、頻率等之理論計算研究。吾等找到四個穩定結構及四個過渡態結構，並用吾等近年提出之區域化氫鍵理論及區域化鍵次鍵能分析法計算水楊醛之氫鍵鍵能及鏈次，證實促成水楊醛分子結構之穩定，其官能基間氫鏈較官能基內氫鍵重要。並發現醛基(CHO)之-C=O與苯環上的氫形成微弱氫鍵也是使分子形成平面穩定結構之重要因素，同時再度證實-CHO基內之H與O有重要的排斥關係。

關鍵字

水楊醛 ； 構形異構物 ； 分子內氫鍵 ； 官能基間氫鍵 ； 官能基內氫鍵 ； 區域化氫鍵鍵能及鍵次分析法 ； MP2/6-31G**法

並列摘要

The salicylaldehyde was studied by MP2/6-31G** ab initio method to investigate the stractural optimization, energy and frequency theoritical calculations for the transition states of internal rotation. We found four conformal isomers and four transition states, then calculate the hydrogen bond energies and bond order of salicylaldehyde by various types of ＂localized hydrogen bonding analysis methods＂ on the isomers of this molecule. All evidences show that the stability and formation of this molecule closely related to their inter-functional group hydrogen bonding are more important than intra-functional group hydrogen bonding. The weak hydrogen bonding between carbonyl of aldehyde groupandhydrogen ofphenyl groupis alsoan important factor to the stability of molecule. Wealsoobserred significant repulsive interaction by hydrogen and oxygen atoms of aldehyde onceagain.

並列關鍵字

Salicylaldehyde ； Conformer isomers ； Intramolecular hydrogen bond ； Interfunctional groups hydrogen bond ； Intrafunctional group hydrogen bond ； Localized hydrogen bond energy andbond order analysis ； MP2/6-31 G**