RUI: Phosphine-Directed Carbon-Hydrogen Borylation to Access Ambiphilic Phosphine Boronates

RUI:膦定向碳氢硼化反应获得两亲性膦硼酸盐

基本信息

  • 批准号:
    1764307
  • 负责人:
  • 金额:
    $ 24万
  • 依托单位:
  • 依托单位国家:
    美国
  • 项目类别:
    Standard Grant
  • 财政年份:
    2018
  • 资助国家:
    美国
  • 起止时间:
    2018-09-01 至 2022-08-31
  • 项目状态:
    已结题

项目摘要

With funding from the Chemical Catalysis program of the Division of Chemistry, Dr. Timothy Clark of the University of San Diego is developing metal-catalyzed reactions that convert a carbon-hydrogen ("C-H") bond to a carbon-boron bond. These reactions are "directed" by a phosphorus atom (called a "phosphine") on the target molecule. This chemical reaction is unusual as C-H bonds are rather unreactive and will not undergo this change without the phosphine. The focus of this project is on using the phosphine to direct the metal catalyst to a particular C-H bond in the molecule, providing compounds that have a specific spatial relationships. By incorporating boronates into these phosphines, new reactions are developed that leverage the complementary reactivity of the phosphine and boronates. The Clark group is accessing a large variety of phosphine boronates and applying them to reactions in organic chemistry that can facilitate the synthesis of organic molecules, including those of relevance to medicinal or energy-related applications. Dr. Clark works primarily with undergraduate students. This project provide undergraduate students with research experiences, preparing them for careers in STEM fields. This research also advances the national interest by providing innovation in chemical synthesis and pharmaceutical design and development.Dr. Timothy Clark is developing phosphine-directed C-H borylation reactions and using the resulting ambiphilic phosphine boronates toward new organic and organometallic transformations. The C-H borylation reaction uses a unique cationic iridium system to catalyze the directed C-H functionalization. A detailed mechanistic study is underway to further understand the catalytic cycle and improve the system. The phosphine substrates utilized in this transformation are being expanded to include sp3-hybridized C-H bonds and to access chiral phosphine boronates. The resulting phosphine boronates are being examined as ambiphilic ligands in challenging catalytic transformations. Further functionalization of the C-B bond is also being explored to access highly-functionalized phosphines as ligands in catalysis. In addition to developing high-impact processes in the area of catalysis, a primary focus of this grant is on mentoring undergraduate students in metal-catalyzed reactions, improving the pipeline of future STEM scientists in this important area of chemistry.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.
在化学系化学催化项目的资助下,圣地亚哥大学的蒂莫西·克拉克博士正在开发金属催化反应,将碳-氢(“C-H”)键转化为碳-硼键。这些反应由目标分子上的磷原子(称为“磷化氢”)“指导”。 这种化学反应是不寻常的,因为C-H键是相当不活泼的,没有膦就不会发生这种变化。该项目的重点是使用膦将金属催化剂引导到分子中的特定C-H键,提供具有特定空间关系的化合物。通过将硼酸盐结合到这些膦中,开发了利用膦和硼酸盐的互补反应性的新反应。克拉克研究小组正在研究各种各样的膦硼酸盐,并将其应用于有机化学反应中,这些反应可以促进有机分子的合成,包括与医药或能源相关的应用。克拉克博士主要与本科生合作。该项目为本科生提供研究经验,为他们在STEM领域的职业生涯做好准备。 该研究还通过在化学合成和药物设计和开发方面提供创新来促进国家利益。Timothy Clark博士正在开发膦导向的C-H硼化反应,并将所得的两亲性膦硼酸酯用于新的有机和有机金属转化。C-H硼基化反应使用独特的阳离子铱系统来催化定向C-H官能化。详细的机理研究正在进行中,以进一步了解催化循环和改进系统。在这种转换中使用的膦基板正在扩大,包括sp3杂化的C-H键,并访问手性膦硼酸酯。所得到的膦硼酸盐正在研究作为具有挑战性的催化转化中的两亲性配体。C-B键的进一步官能化也正在探索以获得高度官能化的膦作为催化中的配体。除了在催化领域开发高影响力的工艺外,该资助的主要重点是指导本科生进行金属催化反应,改善未来STEM科学家在这一重要化学领域的管道。该奖项反映了NSF的法定使命,并通过使用基金会的智力价值和更广泛的影响审查标准进行评估,被认为值得支持。

项目成果

期刊论文数量(4)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)

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Timothy Clark其他文献

Digestive state influences the heart rate hysteresis and rates of heat exchange in the varanid lizard Varanus rosenbergi
消化状态影响罗氏巨蜥的心率滞后和热交换率
  • DOI:
    10.1242/jeb.01657
  • 发表时间:
    2005
  • 期刊:
  • 影响因子:
    2.8
  • 作者:
    Timothy Clark;Patrick J. Butler;P. Frappell
  • 通讯作者:
    P. Frappell
Sample Size for Biosimilar Trials: In Defense of Synthesis
生物仿制药试验的样本量:捍卫合成
Excited state conformational dynamics of semiflexibly bridged electron donor-acceptor systems: a semiempirical CI-study including solvent effects
  • DOI:
    10.1007/s00894-002-0077-x
  • 发表时间:
    2002-03-01
  • 期刊:
  • 影响因子:
    2.500
  • 作者:
    Timothy Clark;Bernd Bleisteiner;Siegfried Schneider
  • 通讯作者:
    Siegfried Schneider
Proceedings of 10th Molecular Modelling Workshop Darmstadt, Germany, May 14 - 15, 1996 Preface and Abstracts
  • DOI:
    10.1007/s0089460020251
  • 发表时间:
    1996-09-01
  • 期刊:
  • 影响因子:
    2.500
  • 作者:
    Timothy Clark
  • 通讯作者:
    Timothy Clark
In silico prediction of aqueous solubility – classification models
水溶性的计算机预测 - 分类模型
  • DOI:
  • 发表时间:
    2008
  • 期刊:
  • 影响因子:
    0
  • 作者:
    Christian Kramer;Christian Kramer;B. Beck;Timothy Clark
  • 通讯作者:
    Timothy Clark

Timothy Clark的其他文献

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{{ truncateString('Timothy Clark', 18)}}的其他基金

Recruiting, Preparing, and Retaining Culturally Responsive and Equity-minded STEM Teachers for High-Need Schools
为高需求学校招聘、培养和留住具有文化敏感性和公平意识的 STEM 教师
  • 批准号:
    2243220
  • 财政年份:
    2023
  • 资助金额:
    $ 24万
  • 项目类别:
    Continuing Grant
RUI: Phosphorus-Directed C-H Borylation and Reactivity of Phosphaboronates
RUI:磷定向的 C-H 硼化和磷酸硼酸盐的反应性
  • 批准号:
    2154645
  • 财政年份:
    2022
  • 资助金额:
    $ 24万
  • 项目类别:
    Continuing Grant
Late Hokusai: Thought, Technique, Society
晚期葛饰北斋:思想、技术、社会
  • 批准号:
    AH/N00440X/1
  • 财政年份:
    2016
  • 资助金额:
    $ 24万
  • 项目类别:
    Research Grant
CAREER: Substrate-Directed C-H Borylation Reactions
职业:底物导向的 C-H 硼化反应
  • 批准号:
    1151092
  • 财政年份:
    2012
  • 资助金额:
    $ 24万
  • 项目类别:
    Continuing Grant

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