RUI: Effects of Cationic Substituents on the Cope Rearrangement
RUI: Effects of Cationic Substituents on the Cope Rearrangement
批准号:
0210498
负责人:
Kathleen Morgan
金额:
$17.4万
依托单位国家:
美国
项目类别:
Standard Grant
财政年份:
2002
资助国家:
美国
项目状态:
已结题
起止时间:
2002-08-01 至 2007-07-31
中文摘要
在化学系有机动力学项目的支持下,泽维尔化学系的凯瑟琳·摩根开始研究科普重排,这是一种通过重组1,5-己二烯以高区域和立体选择性制造新的碳-碳键的反应。本研究的目的是确定是否可以加快反应速率与阳离子取代基上的系统的反应性核心的附件。碳-碳键的形成是有机化学的核心,但构建它们的方法有限。碳基骨架的产生通常代表了合成中的大部分挑战。科普重排已经被大量研究和大量开发的合成,但我们仍然不能声称,它是完全理解或它已经达到其在合成应用的全部潜力。科普重排的实验和理论研究的1,5己二烯轴承吸电子基团在3位是一个明确的项目,有可能产生根本的见解,这种重排,并扩展了该反应的全部合成效用。由于碳-碳键形成的重要性,该项目创造性地融合了文献,理论和湿化学,以增加对化学的理解并产生新的方法。泽维尔大学化学系的凯瑟琳·摩根教授在有机动力学项目的支持下,将在一所历史悠久的黑人本科大学(HBCU)进行研究。本科生有能力执行大部分拟议的研究。初步结果是由摩根教授以前所在机构的十几名本科生获得的。代表性不足的学生将有机会参与这一基础研究的各个方面,包括使用一系列已知程序合成有机化合物,开发新反应,纯化和表征产品,通过光谱测定反应速率和计算研究。
英文摘要
With the support of the Organic Dynamics Program in the Chemistry Division, Kathleen Morgan of the Department of Chemistry at Xavier has begun a study of the Cope Rearrangement, which is a reaction where new carbon-carbon bonds are made with high regio- and stereo selectivity, via the reorganization of a 1,5-hexadiene. The goal of this study is to determine whether the reaction rate can be accelerated with the attachment of cationic substituents on the reactive core of the system. The formation of carbon-carbon bonds is at the heart of organic chemistry, yet there are a limited number of ways to construct them. The creation of the carbon-based skeleton often represents much of the challenge in synthesis. The Cope Rearrangement has been much studied and heavily exploited in synthesis and yet we are still not able to claim that it is fully understood or that it has reached its full potential in synthetic applications. The experimental and theoretical study of the Cope rearrangement of 1,5 hexadienes bearing electron-withdrawing groups at the 3 position is a well-defined project that has the potential to yield fundamental insights into this rearrangement and extend the full synthetic utility of this reaction. Because of the importance of carbon-carbon bond making, this project creatively blends literature, theory, and wet chemistry in order to increase understanding of the chemistry and produce novel methodology. .Professor Kathleen Morgan, of the Department of Chemistry at Xavier University, with the support of the Organic Dynamics Program, will conducted her research at an historically black undergraduate university (HBCU). Undergraduates are capable of performing the majority of the proposed research. The preliminary results were obtained by more than a dozen undergraduates at Professor Morgan's previous institution. Underrepresented students will have the opportunity to participate in all aspects of this fundamental research including the synthesis of organic compounds using a series of known procedures, development of new reactions, purification and characterization of products, determination of reaction rates by spectroscopy, and computational studies.
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