Catalytic Diene-Diol Benzannulation for Polycyclic Aromatic Hydrocarbon Construction

催化二烯二醇苯并环化反应构建多环芳烃

• 批准号: 1565688
• 负责人: Michael Krische
• 金额: $ 48万
• 依托单位: University of Texas at Austin
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2016
• 资助国家: 美国
• 起止时间: 2016-05-01 至 2020-04-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1565688&HistoricalAwards=false
• 关键词: Catalytic; Diene; Diol; Benzannulation; Polycyclic

The Chemical Synthesis Program of the NSF Chemistry Division supports the research of Professor Michael J. Krische in the Department of Chemistry at the University of Texas at Austin. Professor Krische and his students are developing novel, green catalytic methods for the construction of PAH (polycyclic aromatic hydrocarbon) - materials that are used broadly in molecular electronics. Professor Krische's method involves the byproduct-free coupling of inexpensive, abundant petrochemical feedstocks (dienes) with a renewable feedstock (diols). PAH materials are formed upon dehydration of the reaction products, meaning water is the only chemical byproduct. This project lies at the interface of organic, organometallic and materials chemistry and provides a suitable forum for the education of undergraduate, graduate and postdoctoral scientists. With the growing Hispanic demographic in Texas, Professor Krische's group has played a strong role in the education and training of students from groups historically underrepresented in science. Outreach activities include an annual research symposia sponsored by the Center for Green Chemistry and Catalysis led by Professor Krische, which features lectures by leading chemists in the field of catalysis, as well as poster sessions hosting undergraduate, graduate and postdoctoral scientists.The Krische laboratory is pioneering a broad, new class of catalytic carbon-carbon (C-C) bond formations that merge the characteristics of catalytic hydrogenation and carbonyl addition, representing the first "C-C bond forming hydrogenations" beyond hydroformylation. This new pattern of reactivity is the basis of a ruthenium(0) catalyzed diene-diol [4+2] cycloaddition. This byproduct-free transformation is being used to advance new benzannulation technology for the construction of Polycyclic Aromatic Hydrocarbons (PAHs). Acenes, polyphenylenes, fluoranthenes and carbon nano-allotropes - there is great interest in such PAH materials in the field of molecular electronics. However, since the advent of biaryl cross-coupling technology, the field of PAH construction has remained largely unchanged. Just as biaryl cross-coupling technology revolutionized PAH construction, diene-diol benzannulation may unlock new PAH chemical space, broadly impacting research across the carbon nano-allotrope and molecular device communities. The educational plan includes annual research symposia sponsored by the Center for Green Chemistry and Catalysis led by Professor Krische, which features lectures by leading chemists in the field of catalysis, as well as poster sessions hosting undergraduate, graduate and postdoctoral scientists.

NSF化学部的化学合成计划支持德克萨斯大学奥斯汀分校化学系教授的研究。 Krische教授和他的学生正在开发用于构建PAH（多环芳烃）的新型绿色催化方法，这些方法广泛用于分子电子中。 Krische教授的方法涉及与可再生原料（DIOLS）的廉价，丰富的石化原料（Dienes）的无副产品耦合。 PAH材料是在反应产物脱水后形成的，这意味着水是唯一的化学副产品。该项目位于有机，有机金属和材料化学的界面，为本科，研究生和博士后科学家的教育提供了一个合适的论坛。随着得克萨斯州西班牙裔人口的日益增长，克里斯切教授的小组在历史上人数不足的学生的教育和培训中发挥了重要作用。外展活动包括由克里斯切（Krische）教授领导的绿色化学和催化中心赞助的年度研究专题讨论会，该研讨会的特色是由催化领域的领先化学家讲座，以及主持本科，研究生和博士后科学家的海报会议。催化氢化和羰基添加，代表了氢甲酰化以外的第一个“ C-C键形成氢化”。这种新的反应性模式是唯一（0）催化的二二醇[4+2]环加成的基础。这种无副产物的转化用于推进新的横幅技术，用于构建多环芳烃（PAHS）。 acENES，聚苯基烯，氟苯乙烯和碳纳米 - 抗体 - 对分子电子领域的此类PAH材料引起了极大的兴趣。但是，自BIARIL交叉耦合技术的出现以来，PAH建筑领域的建筑领域在很大程度上保持不变。正如Biaryl交叉耦合技术彻底改变了PAH的结构一样，二二醇苯苯甲酸可能会解锁新的PAH化学空间，从而广泛影响整个碳纳米合物和分子设备群落的研究。该教育计划包括由克里斯切（Krische）教授领导的绿色化学和催化中心赞助的年度研究研讨会，该组织的讲座是由催化剂领域的主要化学家讲座，以及主持本科，研究生和博士后科学家的海报会议。