The Synthesis and Study of Oligopyridones
Date Issued
2006
Date
2006
Author(s)
Liang, Chih-Kai
DOI
en-US
Abstract
在本研究中我們合成了一系列的吡啶環酮寡聚物。合成的主要途徑分為兩種。第一種是利用步驟式(step-by-step)的合成方式去合成，它的優點是每次可以拿到單一產物而且比較沒有分離純化上的問題，缺點則是需要耗費較多時間。第二種則是寡聚化反應，它的優點是可以在單一反應下可以拿到我們所需要的不同吡啶環酮寡聚物，缺點則是分離純化較為麻煩。在研究寡聚化反應的過程中我們很幸運地捕捉到兩個關鍵的反應中間體，並且藉由這兩者的產率分佈得以對吡啶環酮寡聚化反應機構有更進一步的了解。接著我們利用步驟式合成與寡聚化反應兩者的結合來來成我們的目標產物，五聚物。最後藉由2-D COSY以及NOESY NMR來檢視三聚物(trimer-OH)在不同d-solvent下的構形。
In this research, we concentrate on the study of the synthesis of oligopyridone via Buchwald carbon-nitrogen bond coupling. The first strategy uses a step-by-step method, utilizing an alternative protection-deprotection approach to get a series of oligopyridones. In the second strategy, we try to use oligomerization method to get our target oligomers in one pot reaction. During the research, it is fortunate to trap the reaction intermediates to have a chance to understand the oligomerization mechanism. By using the combination of oligomerization and step-by-step approach, the pentamer is successfully synthesized. Via 2-D COSY and NOESY NMR as a probe, we examine the conformational structure of trimer-OH.
Subjects
吡
啶環酮寡聚物
oligopyridone
Buchwald Amidation
Type
thesis
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