Achieving Challenging Synthesis Based on Triazole-Gold Catalysis

基于三唑-金催化实现具有挑战性的合成

基本信息

  • 批准号:
    2054180
  • 负责人:
  • 金额:
    $ 32.95万
  • 依托单位:
  • 依托单位国家:
    美国
  • 项目类别:
    Standard Grant
  • 财政年份:
    2021
  • 资助国家:
    美国
  • 起止时间:
    2021-09-01 至 2023-12-31
  • 项目状态:
    已结题

项目摘要

With support from the Chemical Synthesis (SYN) Program in the Division of Chemistry, Xiaodong Shi of the University of South Florida will develop new ways to make azaborines and to link alkynes in large ring structures using gold catalysts with a unique structural characteristic called a triazole. Azaborines are benzene-like molecules where two adjacent carbon atoms have been replaced a nitrogen and a boron atom. This structural change gives these molecules important biological properties but makes them challenging to prepare. Large ring alkynes are also difficult to construct but have valuable bioconjugate and biomimetic applications. The gold catalysts being developed by Dr. Shi and his team are being studied to facilitate new ways to easily access a larger variety of these important but challenging compounds. The triazole portion of the gold catalyst will be used to tune this reactivity. These studies will provide undergraduate and graduate students important training in state-of-art chemical synthesis and supporting the preparation of next generation scientist in STEM research. In addition, Dr. Shi is organizing an annual student-oriented research meeting at the University of South Florida for students in the Tampa area to bolster STEM education and further enhance the educational mission of the state of Florida.Gold catalysts have well-established synthetic utility in a variety of cycloisomerization processes, but new ligand scaffolds have the potential to broaden these applications in new directions. Xiaodong Shi and his research group at U. South Florida have determined that triazole ligands impart key properties on gold catalysts that help facilitate novel reactions. In the current project, triazole gold catalysts are being optimized for the hydroboration of alkynyl amino boranes for the synthesis of azaborines and will be investigated for the synthesis of macrocyclic alkynes. Mechanistic studies will also be pursued to understand the role of the triazole motif in supporting these transformations. Complementary synthetic studies are also ongoing to convert the initial catalytic products to value-added synthetic targets. These activities are supporting the training of a diverse group of graduate and undergraduate students and providing needed synthetic alternatives to support practical, large scale synthesis of these interesting target compounds for their further exploration in medicinal chemistry research and in materials science.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.
在化学系化学合成(SYN)项目的支持下,南佛罗里达大学的Xiaodong Shi将开发新的方法来制造氮杂硼并使用具有独特结构特征的金催化剂将大环结构中的炔连接起来,这种结构特征称为三唑。氮杂硼杂环是类苯分子,其中两个相邻的碳原子被氮和硼原子取代。这种结构变化赋予这些分子重要的生物学特性,但使它们的制备具有挑战性。大环炔也难以构建,但具有有价值的生物缀合物和仿生应用。Shi博士和他的团队正在研究金催化剂,以促进新的方法轻松获得更多种类的这些重要但具有挑战性的化合物。金催化剂的三唑部分将用于调节这种反应性。这些研究将为本科生和研究生提供最先进的化学合成方面的重要培训,并为STEM研究中的下一代科学家做好准备。 此外,Shi博士正在南佛罗里达大学为坦帕地区的学生组织一次以学生为导向的年度研究会议,以加强STEM教育,并进一步加强佛罗里达州的教育使命。金催化剂在各种环异构化过程中具有良好的合成效用,但新的配体支架有可能在新的方向上拓宽这些应用。施晓东和他的研究小组在美国大学。南佛罗里达已经确定,三唑配体赋予金催化剂关键性能,有助于促进新的反应。在目前的项目中,三唑金催化剂正在优化用于硼氢化炔基氨基硼烷合成氮杂硼杂环,并将研究用于合成大环炔。还将进行机制研究,以了解三唑基序在支持这些转化中的作用。补充合成研究也在进行中,以将最初的催化产品转化为增值合成目标。这些活动支持培训一批不同的研究生和本科生,并提供所需的合成替代品,该奖项反映了NSF的法定使命,并通过利用基金会的知识价值和更广泛的影响进行评估,被认为值得支持审查标准。

项目成果

期刊论文数量(7)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
Triazole-modified Ru-carbene complexes: A valid olefin metathesis pre-catalyst for dynamic covalent chemistry via C=C bond formation
三唑修饰的 Ru-卡宾配合物:通过 C=C 键形成进行动态共价化学的有效烯烃复分解预催化剂
  • DOI:
    10.1016/j.checat.2023.100678
  • 发表时间:
    2023
  • 期刊:
  • 影响因子:
    0
  • 作者:
    Wang, Chenhuan;Zhang, Shuyao;Yuan, Teng;Jimoh, Abiola Azee;Abreu, Maxwell;Shan, Chuan;Wojtas, Lukasz;Xing, Yangyang;Hong, Xin;Shi, Xiaodong
  • 通讯作者:
    Shi, Xiaodong
A gold oxidation relay
金氧化继电器
  • DOI:
    10.1038/s44160-023-00253-2
  • 发表时间:
    2023
  • 期刊:
  • 影响因子:
    0
  • 作者:
    Zhang, Shuyao;Shi, Xiaodong
  • 通讯作者:
    Shi, Xiaodong
Facile synthesis of diverse hetero polyaromatic hydrocarbons (PAHs) via the styryl Diels–Alder reaction of conjugated diynes
通过共轭二炔的苯乙烯基狄尔斯-阿尔德反应轻松合成多种杂多芳烃 (PAH)
  • DOI:
    10.1039/d2qo00644h
  • 发表时间:
    2022
  • 期刊:
  • 影响因子:
    5.4
  • 作者:
    Wei, Jingwen;Liu, Mengjia;Ye, Xiaohan;Zhang, Shuyao;Sun, Elaine;Shan, Chuan;Wojtas, Lukasz;Shi, Xiaodong
  • 通讯作者:
    Shi, Xiaodong
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Xiaodong Shi其他文献

Improving Phrase-Based Statistical Machine Translation Models by Incorporating Syntax-Based Language Models
通过结合基于语法的语言模型来改进基于短语的统计机器翻译模型
Palladium-mediated Suzuki-Miyaura Cross-Coupling Reaction of Potassium Boc-protected aminomethyltrifluoroborate with DNA-Conjugated aryl bromides for DNA-Encoded chemical library synthesis
钯介导的 Boc 保护的氨甲基三氟硼酸钾与 DNA 共轭芳基溴的 Suzuki-Miyaura 交叉偶联反应用于 DNA 编码的化学文库合成
  • DOI:
    10.1016/j.bbrc.2020.04.027
  • 发表时间:
    2020
  • 期刊:
  • 影响因子:
    3.1
  • 作者:
    Yi Qu;Sixiu Liu;Huanan Wen;Yanfen Xu;Yulong An;Ke Li;Mengyuan Ni;Yanfang Shen;Xiaodong Shi;Wenji Su;Weiren Cui;Letian Kuai;Alex;er L. Satz;Hongfang Yang;Xiaojie Lu;Xuanjia Peng
  • 通讯作者:
    Xuanjia Peng
Comparison of slip surface and moving band techniques for modelling movement in 3D with FEM
使用 FEM 进行 3D 运动建模的滑移面和移动带技术的比较
  • DOI:
  • 发表时间:
    2006
  • 期刊:
  • 影响因子:
    0
  • 作者:
    Xiaodong Shi;Y. L. Menach;J. Ducreux;F. Piriou
  • 通讯作者:
    F. Piriou
Copper-Catalyzed Reaction Cascade of Thiophenol Hydroxylation and S-Arylation through Disulfide-Directed C-H Activation
通过二硫键引导的 C-H 活化进行铜催化的苯硫酚羟基化和 S-芳基化反应级联
  • DOI:
    10.1002/chem.201600597
  • 发表时间:
    2016
  • 期刊:
  • 影响因子:
    0
  • 作者:
    Dawei Wang;Xin Yu;Wei Yao;Wenkang Hu;Chenyang Ge;Xiaodong Shi
  • 通讯作者:
    Xiaodong Shi
Influence of α-methylation in constructing stapled peptides with olefin metathesis
α-甲基化对用烯烃复分解构建钉合肽的影响
  • DOI:
    10.1016/j.tet.2014.08.004
  • 发表时间:
    2014
  • 期刊:
  • 影响因子:
    2.1
  • 作者:
    Qingzhou Zhang;Xiaodong Shi;Yanhong Jiang;Zigang Li
  • 通讯作者:
    Zigang Li

Xiaodong Shi的其他文献

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{{ truncateString('Xiaodong Shi', 18)}}的其他基金

Achieving Challenging Synthesis Based on Triazole-Gold Catalysis
基于三唑-金催化实现具有挑战性的合成
  • 批准号:
    2409095
  • 财政年份:
    2023
  • 资助金额:
    $ 32.95万
  • 项目类别:
    Standard Grant
Developing Novel Triazole-Ruthenium Carbene Complexes (TA-Ru) for Challenging Olefin Metathesis Transformations
开发新型三唑-钌卡宾配合物(TA-Ru)以应对具有挑战性的烯烃复分解转化
  • 批准号:
    2246822
  • 财政年份:
    2023
  • 资助金额:
    $ 32.95万
  • 项目类别:
    Continuing Grant
Achieving Challenging Transformations with 1,2,3-Triazole Based Novel Metal Catalysts
利用 1,2,3-三唑基新型金属催化剂实现具有挑战性的转化
  • 批准号:
    1665122
  • 财政年份:
    2017
  • 资助金额:
    $ 32.95万
  • 项目类别:
    Standard Grant
1,2,3-Triazoles as Crucial Ligands in Metal Catalysis
1,2,3-三唑作为金属催化中的关键配体
  • 批准号:
    1619590
  • 财政年份:
    2015
  • 资助金额:
    $ 32.95万
  • 项目类别:
    Standard Grant
1,2,3-Triazoles as Crucial Ligands in Metal Catalysis
1,2,3-三唑作为金属催化中的关键配体
  • 批准号:
    1362057
  • 财政年份:
    2014
  • 资助金额:
    $ 32.95万
  • 项目类别:
    Standard Grant
CAREER: Developing 1,2,3-triazole skeletons as novel chiral building blocks in asymmetric catalysis
职业:开发 1,2,3-三唑骨架作为不对称催化中的新型手性结构单元
  • 批准号:
    0844602
  • 财政年份:
    2009
  • 资助金额:
    $ 32.95万
  • 项目类别:
    Standard Grant

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