CAS: Superelectrophiles in the Synthesis of Materials for Organic-based Electronics

CAS:有机电子材料合成中的超亲电子试剂

基本信息

  • 批准号:
    1955584
  • 负责人:
  • 金额:
    $ 35万
  • 依托单位:
  • 依托单位国家:
    美国
  • 项目类别:
    Standard Grant
  • 财政年份:
    2020
  • 资助国家:
    美国
  • 起止时间:
    2020-08-01 至 2024-07-31
  • 项目状态:
    已结题

项目摘要

With this award, the Chemical Synthesis Program of the Division of Chemistry is supporting the research of Professor Douglas Klumpp of the Department of Chemistry and Biochemistry at Northern Illinois University. Professor Klumpp and his team of students are developing new ways to make twisted and three-dimensionally constrained molecules with extended systems of electrons to be used in organic-based electronic devices such as organic light-emitting diodes (OLEDs). Compounds called super-electrophiles that trigger difficult carbon-carbon bond construction are being generated and used to access these complex targets. This program promises to explore alternative ways to make new compounds for study as components of organic-based semi-conductors, solid-state solar cells, and photo-responsive materials. This project will also serve to train a diverse group of graduate, undergraduate, and high school students in synthetic organic chemistry particularly toward materials-related target structures. Professor Klumpp is also leading outreach activities to third-graders and creating science-related artwork to broaden the impact of the program to a larger audience.New synthetic routes to aryl-substituted fluorenes and related spirocyclic compounds are valuable as they open up new avenues into organic-based electronic devices. The Klumpp research group has previously demonstrated that super-electrophilic chemistry can be used to efficiently prepared functionalized heterocycles and hydrocarbon-based arenes. With the current award, Professor Klumpp and his students are using superelectrophilic reactions to develop new synthetic approaches to aryl-substituted fluorenes and related spirocycles, to modify known OLED-type materials with Diels-Alder, Friedel-Crafts, and cyclization reactions, and to synthesize elongated, orthogonal, conjugated arene systems. These transformations provide potential advantages over alternative synthetic routes by reducing dependence on transition metal catalysts and organic solvents. Most importantly, the routes proposed provide for convergent entry into value-added cyclic systems with potentially useful physical organic properties. Overall, the research conducted under this award provides orthogonal approaches to important materials-related targets and will help to elucidate how the fundamental reactivity of super-electrophiles can be exploited in an array of C-C bond-forming reactions.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.
通过这个奖项,化学系的化学合成项目支持了北伊利诺伊大学化学与生物化学系的Douglas Klumpp教授的研究。Klumpp教授和他的学生团队正在开发新的方法,用扩展的电子系统制造扭曲和三维约束的分子,用于有机电子设备,如有机发光二极管(oled)。一种被称为超级亲电试剂的化合物正在生成,这种化合物可以触发碳-碳键的艰难构建,并被用来接近这些复杂的目标。这个项目承诺探索替代方法来制造新的化合物,作为有机半导体、固态太阳能电池和光响应材料的组成部分。该项目还将在合成有机化学方面培养研究生、本科生和高中生,特别是在与材料相关的目标结构方面。Klumpp教授还领导了面向三年级学生的推广活动,并创作了与科学相关的艺术品,以扩大该项目对更多人的影响。芳基取代芴和相关螺环化合物的新合成路线是有价值的,因为它们开辟了有机电子器件的新途径。Klumpp研究小组先前已经证明,超亲电化学可以有效地制备功能化杂环和烃基芳烃。目前,Klumpp教授和他的学生正在利用超亲电反应开发芳基取代芴和相关螺环的新合成方法,用Diels-Alder、Friedel-Crafts和环化反应修饰已知的oled型材料,并合成细长、正交、共轭芳烃体系。这些转化通过减少对过渡金属催化剂和有机溶剂的依赖,为替代合成路线提供了潜在的优势。最重要的是,所提出的路线提供了聚合进入具有潜在有用物理有机性质的增值循环系统的途径。总的来说,在该奖项下进行的研究为重要的材料相关目标提供了正交方法,并将有助于阐明如何在一系列C-C键形成反应中利用超亲电试剂的基本反应性。该奖项反映了美国国家科学基金会的法定使命,并通过使用基金会的知识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(5)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
Electrophilic heterocycles: Functionalization with enol silyl ethers
  • DOI:
    10.1016/j.tet.2023.133511
  • 发表时间:
    2023-08
  • 期刊:
  • 影响因子:
    2.1
  • 作者:
    Grant P. Holmin;Jacob C. Hood;Hong Xue;D. Klumpp
  • 通讯作者:
    Grant P. Holmin;Jacob C. Hood;Hong Xue;D. Klumpp
Phosphonium-carbenium and oxophosphonium-carbenium dications in Friedel-Crafts reactions
弗里德尔-克来福特反应中的鏻-碳和氧鏻-碳双阳离子
  • DOI:
    10.1016/j.tet.2022.132928
  • 发表时间:
    2022
  • 期刊:
  • 影响因子:
    2.1
  • 作者:
    Holmin, Grant P.;Hood, Jacob C.;Scanlon, Nathan;Klumpp, Douglas A.
  • 通讯作者:
    Klumpp, Douglas A.
Condensations with biaryl ethers and carbonyl groups leading to spirocycles
与联芳基醚和羰基缩合形成螺环
  • DOI:
    10.1016/j.tet.2022.133123
  • 发表时间:
    2022
  • 期刊:
  • 影响因子:
    2.1
  • 作者:
    Ferreira, Jeffrey C.;Hood, Jacob C.;Klumpp, Douglas A.
  • 通讯作者:
    Klumpp, Douglas A.
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Douglas Klumpp其他文献

Douglas Klumpp的其他文献

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{{ truncateString('Douglas Klumpp', 18)}}的其他基金

Synthetic Methodologies Utilizing Superelectrophiles
利用超亲电子试剂的合成方法
  • 批准号:
    1300878
  • 财政年份:
    2013
  • 资助金额:
    $ 35万
  • 项目类别:
    Continuing Grant
Superelectrophilic Considerations in Heterocyclic Chemistry
杂环化学中的超亲电考虑因素
  • 批准号:
    0749907
  • 财政年份:
    2008
  • 资助金额:
    $ 35万
  • 项目类别:
    Continuing Grant

相似海外基金

Synthetic Methodologies Utilizing Superelectrophiles
利用超亲电子试剂的合成方法
  • 批准号:
    1300878
  • 财政年份:
    2013
  • 资助金额:
    $ 35万
  • 项目类别:
    Continuing Grant
Superelectrophiles, Formed in Superacids.
超亲电子试剂,在超酸中形成。
  • 批准号:
    09470481
  • 财政年份:
    1997
  • 资助金额:
    $ 35万
  • 项目类别:
    Grant-in-Aid for Scientific Research (B)
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