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

有了这个奖项，化学系的化学合成计划正在支持北方伊利诺伊大学化学与生物化学系的道格拉斯克伦普教授的研究。Klumpp教授和他的学生团队正在开发新的方法来制造扭曲和三维约束的分子，这些分子具有扩展的电子系统，可用于有机基电子器件，如有机发光二极管（OLED）。被称为超级亲电体的化合物可以触发困难的碳-碳键结构，并被用来接近这些复杂的目标。该计划承诺探索替代方法来制造新化合物，用于有机半导体，固态太阳能电池和光响应材料的研究。该项目还将用于培养研究生，本科生和高中生的合成有机化学，特别是对材料相关的目标结构的多样化群体。Klumpp教授还领导了面向三年级学生的外展活动，并创作了与科学相关的艺术作品，以扩大该计划对更大受众的影响。芳基取代芴和相关螺环化合物的新合成路线很有价值，因为它们开辟了有机电子设备的新途径。Klumpp研究小组先前已经证明，超亲电化学可用于有效制备官能化杂环和烃基芳烃。凭借目前的奖项，Klumpp教授和他的学生正在使用超亲电反应来开发芳基取代的芴和相关螺环的新合成方法，用Diels-Alder，Friedel-Crafts和环化反应来修饰已知的OLED类型材料，并合成细长的，正交的共轭芳烃系统。这些转化通过减少对过渡金属催化剂和有机溶剂的依赖，提供了优于替代合成路线的潜在优势。最重要的是，建议的路线提供了收敛进入增值循环系统具有潜在的有用的物理有机性能。 总的来说，在该奖项下进行的研究提供了重要材料相关目标的正交方法，并将有助于阐明如何在一系列C-C键形成反应中利用超级亲电体的基本反应性。该奖项反映了NSF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。

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.