理論計算有機不對稱催化合成全取代四氫吡咯酮經由aza-Michael/Michael 加成反應

Theoretical Calculations for Organocatalytic Asymmetric Synthesis of Fully Substituted Pyrrolidinone via aza-Michael/Michael Addition Reaction

鄒敬瑋(Tsou Ching-Wei)

指導教授 ： 陳焜銘 ； 蔡明剛

國立臺灣師範大學/理學院/化學系/碩士(2022年)

https://doi.org/10.6345/NTNU202200632

摘要

理論計算已於預測反應機制及立體選擇性中具有廣泛的研究與涉略，透過理論計算能幫助我們對於化學的微觀世界有更深層的了解。
本文的實驗部分是探討起始物與催化劑進行aza-Michael/Michael加成反應合成出全取代四氫吡咯酮形成過程的反應機制並與有機實驗結果做比較。本實驗使用的計算方法是以高斯16作為計算軟體，密度泛涵理論為原理，並搭配6-31G的基底函數組做計算。本反應因為涉及龐大的分子做反應，因此以WB97XD/6-31G做幾何優化 (含一次微分優化結構及二次微分做振動頻率的計算)，設定反應在具有溶劑效應的甲苯中進行。

關鍵字

反應機制 ； 立體選擇性 ； 高斯 16 ； 密度泛涵理論 ； 基底函數組 ； 甲苯

並列摘要

Theoretical calculations have been extensively studied and involved in predicting the reaction mechanism and stereoselectivity. Through theoretical calculations, we can gain a deeper understanding of the microscopic world of chemistry.
The experimental part of this paper is to discuss the reaction mechanism of the synthesis of fully substituted pyrrolidinone through aza-Michael/Michael addition reaction between the starting material and the catalyst and compare it with the organic experimental results. The calculation method used in this experiment is based on Gaussian 16 as the calculation software, the principle of Density Functional Theory, and the basis sets of 6-31G for calculation. Because this reaction involves huge molecules, WB97XD/6-31G is used for geometric optimization (including first-order differential optimization structure and second-order differential for vibration frequency calculation), and the reaction is set to be carried out in toluene with solvent effect.

並列關鍵字

reaction mechanism ； stereoselectivity ； Gaussian 16 ； Density Functional Theory ； basis sets ； toluene

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