CAREER: Synthesis and Study of Organic Silanols for Asymmetric Catalysis

该奖项是根据2009年美国复苏和再投资法案（公法111-5）资助的。本计画将利用硅烷醇的氢键能力，设计开发不对称合成的新型催化剂。虽然硅是地球上第二丰富的元素，存在于各种形式的无机硅酸盐中，但手性硅烷醇的合成开发不足，并且从未研究过有机硅烷醇的氢键催化性质。 无金属催化剂的开发是重要的，因为它们往往是无毒的，廉价的，水分和空气稳定的，使用简单，并能够催化广泛的有机反应。本文将合成新型手性有机硅醇，并研究其立体选择性形成C-C键的能力。 将进行结构和计算研究以阐明活化和不对称诱导的机制。机理研究将有助于对氢键结构和功能的基本了解，并为假设驱动的催化剂设计提供机会。 有了这个奖项，有机和高分子化学计划是支持教授Annaliese K。加州大学戴维斯分校化学系的弗朗兹说。 Franz教授的研究工作围绕着新型硅基手性材料和催化剂的开发。这种化学将通过开发无金属催化剂而有助于环境友好的化学合成方法，所述无金属催化剂最小化试剂和有机溶剂的使用，提高效率，并接近100%的选择性。新催化剂的成功开发将对制药和农业工业中手性有机分子的合成产生影响。拟议的研究计划还将研究培训与科学传播培训和推广相结合，以改善与媒体，政策制定者和公众的沟通，这将提高人们对如何进行研究的认识，确保健全的公共政策，并激励未来的科学家。

This award is funded under the American Recovery and Reinvestment Act of 2009 (Public Law 111-5). This project will design and develop new catalysts for asymmetric synthesis based on the hydrogen-bonding capabilities of silanols. While silicon is the second most abundant element on earth, present in various forms of inorganic silicates, the synthesis of chiral silanols is under-developed and the properties of organic silanols have never been examined for hydrogen-bonding catalysis. The development of metal-free catalysts is important because they tend to be non-toxic, cheap, moisture- and air-stable, simple to use, and capable of catalyzing a broad range of organic reactions. New chiral organic silanols will be synthesized and examined for the stereoselective formation of C-C bonds. Structural and computational studies will be performed to elucidate the mechanism of activation and asymmetric induction. Mechanistic studies will contribute to fundamental insight into hydrogen-bonding structure and function, and provide opportunities for hypothesis driven catalyst design. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Annaliese K. Franz of the Department of Chemistry at University of California, Davis. Professor Franz's research efforts revolve around the development of new silicon-based chiral materials and catalysts. Such chemistry will contribute to environmentally benign methods for chemical synthesis by developing metal-free catalysts that mini¬mize the use of reagents and organic solvents, increase efficiency, and approach 100% selectivity. Successful development of new catalysts will have an impact on the synthesis of chiral organic molecules in the pharmaceutical and agricultural industries. The proposed research program also integrates research training with science communication training and outreach to improve communication with the media, policymakers and the public that will increase awareness of how research is performed, ensure sound public policy, and inspire future scientists.