标题: 研究有机活性分子的碳氢键直接官能团化反应
Study of C-H Activation Reactions in Biological Active Compounds
作者: 孙仲铭
SUN CHUNG-MING
国立交通大学应用化学系(所)
关键字: 碳氢键活化;碳氢键胺化;聚乙二醇;离子液体;碳氢键胺化催化剂;Metal-catalyzed CH bond functionalization;C-H amination;C-H activation;ionic liquid;PEG
公开日期: 2012
摘要: 有机分子对于人类来说相当重要,因为有机分子在地球上无所不在,因此,不管在工业界或学术界,对于合成这些复杂有机小分子方法有高度的需求,有机分子的合成通常是经由多步合成步骤,藉由高反应性的官能基将各片段结合起来或是加上新的官能基,也就是进行官能基的转换或是偶和反应,近年来,金属催化的碳氢键官能基化已对化学家合成有机分子产生重大的影响,因为这类反应可以在以前不可能发生反应的位置 接上不同的官能基,可以增加有机分子的多样化性;这一方法的优点为更具时间和成本效益,也更加环保,消耗更少的材料,减少浪费,且目前对环保的概念及绿色化学日益增长的趋势,让我们更加重视碳氢键官能基化转换这个有效率的合成方法。
我们的研究兴趣是利用可溶性载体,包括聚乙二醇 (PEG),离子液体与氟相载体及利用微波辐射加速合成多样的复杂性和多样性的杂环分子,微波辅助有机合成及可溶载体提供了一个有效率的方法能快速的产生有机小分子,在此研究计划中我们的目标是发展 (i) 新型、廉价而高效的碳氢键活化及碳氢键胺化催化剂,(ii) 新型的碳氢键活化掌性催化剂和配体 (iii) 固定在可溶载体上的新型掌性催化剂和配体,(iv) 将这些催化剂和配体应用在我们杂环系统中及 (v) 将这些新的碳氢键活化及碳氢键胺化催化剂应用天然物合成,(vi) 最后则是碳氢键官能基化反应机构的探讨,在此计画书中,我们设计了一些结合我们的研究兴趣及碳氢键活化及碳氢键胺化反应的想法,期望能更环保并更有效率的合成有机分子。
The importance of organic molecules may understand by consideration of their ubiquity in the world around us. Consequently, methods to synthesize these complex molecules are in high-demanding under both industrial and academic settings. The construction of organic frameworks usually entails multi-stage processes, involving the piecing together of fragments and addition of new functionalities at sites possessing suitably high chemical reactivity. Recently, Metal-catalyzed CH bond functionalization has emerged as a significant impact in synthetic community since it is capable to add various functional groups in unlikely positions that regular reaction conditions can not reach easily. This strategy is substantially time-saving and cost effective and also more environmentally friendly that is consuming less material and generating less waste, which is an important consideration in light of the ever growing trend towards green chemistry.
Our research interest is to employ soluble support comprising PEG, ionic liquid and fluoro tag and apply microwave irradiation toward the synthesis of polyheterocycles with diverse complexity and diversity. The combination of soluble support with microwave-assisted organic synthesis provided a powerful methodology to generate organic molecules efficiently. This has been demonstrated in our laboratory in the past few years. Our goals in this proposal is to develop (i) novel, cheap and efficient C-H activation catalysts, (ii) novel chiral catalysts and ligands for C-H activation, (iii) immobilized these catalysts and ligands on our soluble supports (iv) apply those new C-H activation and C-H amination in our newly designed heterocyclic system and (v) apply those new C-H activation and C-H amination to total synthesis of natural products. (vi) study the mechanism of C-H functionalization. We envision some ideas to involve the combination of our research interest and C-H activation for the generation of molecules with novel chemical structures is going to be more efficient to construct complicated small molecules to explore various biological probes inside our proposal.
官方说明文件#: NSC101-2113-M009-009-MY3
URI: http://hdl.handle.net/11536/98475
https://www.grb.gov.tw/search/planDetail?id=2598442&docId=393702
显示于类别:Research Plans