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Asymmetric Hydrovinylation of 1,3-Dienes

1,3-二烯的不对称氢乙烯基化

基本信息

批准号：
1362095
负责人：
Thaliyil RajanBabu
金额：
$ 43.5万
依托单位：
Ohio State University
依托单位国家：
美国
项目类别：
Standard Grant
财政年份：
2014
资助国家：
美国
起止时间：
2014-07-01 至 2018-06-30
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=1362095&HistoricalAwards=false
关键词：
Asymmetric Hydrovinylation Dienes

项目摘要

In this project supported by the Chemical Catalysis program of the Chemistry Division, Professor RajanBabu aims to develop efficient and selective new reactions of readily available starting materials such as ethylene and simple 1,3-dienes for the production of valuable chemical intermediates. These intermediates could be used for the synthesis of pharmaceutical, agricultural and polymer products. Through an approach that relies on the preparation of new catalysts, and detailed study of reactions, the PI's group addresses two significant challenges: activation of stable molecules to enhance their reactivity and high selectivity in their reactions. Search for solutions to such challenging problems can provide opportunities to make fundamental discoveries having an impact in the field of catalysis. The interdisciplinary nature of this research, which covers the areas of organic, inorganic and organometallic chemistry, and employs the techniques from analytical, physical organic and computational chemistry, provides a valuable platform for training students at every level.1,3-Dienes such as butadiene and isoprene are readily accessible starting materials that have been used only rarely for the synthesis of fine chemicals. Low reactivity of simple alkyl or aryl substituted dienes and their conformational mobility are largely responsible for this dearth of activity in this area. The PI's group recently developed the first examples of highly enantioselective cobalt-catalyzed additions of ethylene to a wide variety of 1,3-dienes. Extensions of these innovative methods provide highly reactive new intermediates that are useful for elaboration into medicinally relevant compounds. Proposed research to expand the scope of starting materials further enhances the power of this method in organic synthesis by decreasing the synthetic steps required to prepare complex molecules. Since ethylene can be derived from bio-ethanol, these methods add to the repertoire of sustainable processes. The PI is involved in the introduction of a research module to a sophomore laboratory. The experiments in this module are carefully chosen to familiarize a large class with some modern aspects of organic chemistry that relate to selectivity and sustainability.

在这个由化学系化学催化计划支持的项目中，RajanBabu教授旨在开发容易获得的起始材料（如乙烯和简单的1，3-二烯）的有效和选择性的新反应，以生产有价值的化学中间体。这些中间体可用于医药、农业和高分子产品的合成。通过依赖于新催化剂的制备和反应的详细研究的方法，PI的团队解决了两个重大挑战：稳定分子的活化，以提高其反应性和高选择性。寻找这些具有挑战性的问题的解决方案可以为在催化领域产生影响的基础发现提供机会。这项研究的跨学科性质，它涵盖了有机，无机和有机金属化学领域，并采用了分析，物理有机和计算化学的技术，提供了一个宝贵的平台，培养学生在每一个层次。1，3-二烯，如丁二烯和异戊二烯是容易获得的起始材料，已很少用于精细化学品的合成。简单的烷基或芳基取代的二烯的低反应性和它们的构象迁移率是该区域活性缺乏的主要原因。 PI的小组最近开发了第一个高度对映选择性的钴催化乙烯加成到各种各样的1，3-二烯的例子。这些创新方法的扩展提供了高活性的新中间体，可用于加工成医学相关的化合物。扩大起始材料范围的拟议研究通过减少制备复杂分子所需的合成步骤，进一步增强了该方法在有机合成中的能力。由于乙烯可以从生物乙醇中提取，因此这些方法增加了可持续工艺的全部内容。 PI参与向大二实验室引入研究模块。本模块中的实验经过精心挑选，以使一大群学生熟悉与选择性和可持续性有关的有机化学的一些现代方面。