SuSChEM: GOALI: Enabling Photoredox Catalysis in the Industrial Setting

化学部化学合成计划支持加里·莫兰德教授的项目。莫兰德教授是宾夕法尼亚大学化学系的教员。他开发了一种制造碳-碳键的新方法。这项研究具有广泛的科学影响，因为碳-碳键用于制药、农用化学品、精细化学品、材料和商品化学品(如显示设备、化妆品等)生产的化学品中。工业。使用这种制造碳-碳键的新方法，莫兰德小组正在努力寻找更可持续的方法来构建复杂分子。这种方法的核心是，反应是由可见光驱动的，不需要化学反应的加热。这些反应也可以在没有贵重金属的情况下进行。简单的反应条件不仅使该方法更具可持续性，而且在经济上也更可行。这种潜力吸引了化学公司诺华作为合作伙伴。诺华和莫兰德集团正在共同努力，开发新反应方法的工业应用。该项目位于有机化学和无机化学的交界处。通过该项目提供的对工业研究的洞察，学生们获得了对工业就业市场的重要观点。在该项目中有学术界和工业界合作伙伴参与的外联活动针对的是代表性不足的群体。光氧化还原/镍双重催化为以新的方式形成新的碳-碳键提供了一种手段。这种模式与碳-氢(C-H)官能化相结合，为复杂有机分子的可持续合成提供了一个强有力的组合。在这项研究中，进行了以下几个方面的探索：1.能否找到通过可见光催化生成酰基和烷基并参与镍催化的交叉偶联反应的条件？2.分子内的氢原子转移能否以一种允许沿着烷基链的特定位置进行芳基化的方式进行控制？3.能否通过在反应混合物中加入胺-硼烷或NHC-硼烷来改变极性反转？4.这些新的合成方法能否与诺华公司的合作伙伴利用光流技术转化为大规模合成？这最后一个方面提供了扩展的可能性，并将基础科学转化为工业环境。

The Chemical Synthesis Program of the Chemistry Division supports the project by Professor Gary Molander. Professor Molander is a faculty member in the Department of Chemistry at the University of Pennsylvania. He has developed a new way of making carbon-carbon bonds. The research is of broad scientific impact since carbon-carbon bonds are used in chemicals produced by the pharmaceutical, agrochemical, fine chemical, materials, and commodity chemical (e.g., display devices, cosmetics, etc.) industries. Using this new method for making carbon-carbon bonds, the Molander group is working toward more sustainable approaches to the construction of complex molecules. Central to this method is the fact that the reactions are driven by visible light, require no heating of the chemical reaction. The reactions can also be conducted in the absence expensive, precious metals. The simple reaction conditions make the method not only more sustainable, but also more economically viable. This potential has attracted the chemical company, Novartis as a partner. Working together, Novartis and the Molander group are developing industrial applications of the new reaction methods. The project lies at the interface of organic and inorganic chemistry. With insight into industrial research provided by the project, students gain for important perspectives on the industrial job market. Outreach activities involving both academic and industrial partners in the project are targeting underrepresented groups. Photoredox/nickel dual catalysis provides a means to form new carbon-carbon bonds in new ways. This paradigm, combined with carbon-hydrogen (C-H) functionalization, provides a powerful combination for the sustainable synthesis of complex organic molecules. In the research, the following lines of inquiry are pursued: 1. Can conditions be found wherein acyl and alkyl radicals can be generated through visible light photocatalysis and engaged in nickel-catalyzed cross-coupling reactions? 2. Can intramolecular hydrogen atom transfer be controlled in a manner that allows arylation at specific sites along an alkyl chain? 3. Can the specificity be changed through polarity reversal by adding amine-boranes or NHC-boranes to the reaction mixture? 4. Can these new synthetic methods be translated to large scale synthesis using photoflow techniques with partners at Novartis? This last aspect provides outreach possibilities and translation of basic science to the industrial setting.