Diol-Mediated Benzannulation for Polyaromatic Hydrocarbon (PAH) Construction

在这个由化学系化学合成计划资助的项目中，德克萨斯大学奥斯汀分校化学系的Michael J. Krische教授将其实验室开发的催化反应应用于多环芳烃的构建。多环芳烃用于商业电子显示屏，并在一系列其他应用中显示出前景，例如高速电子和太阳能电池。该项目涉及有机化学，均相过渡金属催化和材料化学领域的专业知识。 Krische教授指导和培训本科生，研究生和博士后研究助理，包括来自历史上在科学领域代表性不足的群体的学生。 教授Krische创立并继续共同组织在得克萨斯州全州有机化学研讨会，被称为？TEXSYN？这项年度活动吸引了100名与会者，包括海报会议和本科生和研究生的简短演讲，将学生与领先的研究人员联系起来，设计商品和精细化学品的新路线。Michael J. Krische教授的实验室开创了一类新的催化碳碳键形成技术，可以直接将低级醇转化为高级醇。这些工艺避开了化学计量金属的使用和离散的醇-羰基氧化还原反应，这些反应是危险的并有助于废物的产生。基于这种新的反应模式，二醇介导的苯并环化反应被开发出来。在NSF的支持下，这种benzannulation方法将用于推进多环芳烃和相关纳米石墨烯材料合成的新策略，这些材料在不断发展的分子电子学领域具有重要意义。鉴于多环芳烃合成领域在很大程度上依赖于交叉偶联技术，这种二醇介导的苯并环化反应可以打开广阔的新的多环芳烃化学空间。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。

In this project, funded by the Chemical Synthesis Program of the Chemistry Division, Professor Michael J. Krische of the Department of Chemistry at the University of Texas at Austin is applying catalytic reactions developed in his laboratory to the construction of polycyclic aromatic hydrocarbons. Polycyclic aromatic hydrocarbons are used in commercial electronic display screens and show promise in a range of other applications, for example, high-speed electronics and solar cells. The project involves expertise spanning the fields of organic chemistry, homogenous transition metal catalysis, and materials chemistry. Professor Krische mentors and trains undergraduates, graduate students and postdoctoral research associates, including students from groups historically underrepresented in the sciences. Professor Krische founded and continues to co-organize a state-wide organic chemistry symposium in Texas, known as ?TEXSYN.? This annual event, which attracts 100 attendees, includes a poster session and short talks by undergraduate and graduate students, connecting students with leading researchers to design new routes to commodity and fine chemicals. Professor Michael J. Krische's laboratory has pioneered a new class of catalytic carbon carbon bond formations that directly convert lower alcohols to higher alcohols. These processes bypass the use of stoichiometric metals and discrete alcohol-to-carbonyl redox reactions, which are hazardous and contribute to waste generation. Based on this new reactivity pattern, diol-mediated benzannulation reactions were developed. Under the aegis of NSF support, this benzannulation methodology will be used to advance new strategies for the synthesis of polycyclic aromatic hydrocarbons and related nanographene materials, which are of significant importance in the growing field of molecular electronics. Whereas the field of polycyclic aromatic hydrocarbon synthesis is largely reliant on cross-coupling technology, this diol-mediated benzannulations could unlock broad and new polycyclic aromatic hydrocarbon chemical space.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.