順-羥基丙烯酸(Cis- CH (OH)=CH(COOH)之構形異構物及分子內氫鍵之研究

Theoretical Study of Conformal Isomers and Intra-Molecular Hydrogen Bond for Cis-Hydroxyl Acrylic Acid(Cis-CH(OH)=CH(COOH))

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

《化學》 56卷1期 (1998/03) Pp. 7-16

https://doi.org/10.6623/chem.1998002

摘要

以Gaussian 94套裝軟體選用MP2/6-31G**法對Cis-CH(OH)=CH(COOH)分子進行構形異構物研究。以最佳化幾何優選及頻率計算求得八個構形異構物。除了次高能量構形異構物為非平面結構外，其它七個均為平面結構。運用相同的ab- initio方法，我們亦研討過渡態及構形體轉變過程中之能障。為了更進一步探討分子內氫鍵，我們運用“區域化鍵分佈分析法”去分析此分子各異構物間與分子內氫鍵之關係。所有計算結果顯示，此分子形成平面穩定分子與分子內氫鍵有密切關係。

關鍵字

Cis-CH(OH) = CH(COOH)之構形異構物 ； 分子內氫鍵 ； 能障 ； 官能基內氫鍵 ； MP2/631G**法 ； 區域化鍵分佈分析法

並列摘要

The MP2/6-3IG** method selected from Gaussian 94 package has been employed for studying the Conformal isomers of Cis-CH(OH)=CH(COOH) molecule. There are eight Conformal isomers that have been found by the optimization and frequency types' calculation. Except the second highest energy isomer is a nonplanar structure, seven structures out of eight are in planar form. We also study the transition states and energy barriers of the isomerization processes with the same ab-initio method. For the purpose of learning hydrogen bonding , we applied various types of ＂localized hydrogen bonding analysis methods＂ to the isomers of this molecule. All the evidences show that the stability and the planar structures' formation of this molecule are closely related to their intra-molecular hydrogen bonding effect.

並列關鍵字

Conformal Isomers of Cis-CH(OH)=CH(COOH) ； Intramolecular hydrogen bonding ； Intrafunctional groups hydrogen bonding ； MP2/6-3IG** ； localized hydrogen bonding analysis ； Energy barriers