GOALI: SusChEM: A Collaboration on Catalysis between UCSB and Novartis

化学系的化学催化项目支持授予布鲁斯·利普舒茨教授的学术联系机会奖(GOALI)。利普舒茨教授是加州大学圣巴巴拉分校(UCSB)的教员。该项目是南加州大学和诺华制药公司的合作项目。UCSB开展的研究重点是为有价值的有机反应开发新的催化剂，在这些反应中，贵金属钯的量只需要百万分之几，而不是通常用于钯催化反应的更高水平。这些新反应减少了与钯的工业使用相关的环境足迹，因为这些反应是在水中进行的，避免了使用有毒、易燃和昂贵的有机溶剂。正在开发的试剂和实验具有普遍的合成效用，因此可能会在学术环境中产生影响。这些研究小组的学生学习将工业制造与可持续化学结合起来。新的纳米粒子(NPs)是由廉价的三氯化铁(含约350ppm的钯)和膦配体在室温下与甲基格利纳德反应形成的。含有微量钯金属(Pd)的新型纳米铁(NPs)催化铃木-宫浦交叉偶联反应。诺华公司含有联芳基残基的药物valsartan的合成正在使用这项技术进行开发。这些纳米粒子正在被用作其他重要的钯催化反应的催化剂，如Sonogashira偶联。这些反应在水中进行，从而消除了作为反应介质的有机溶剂。NPs可以回收，不仅有效地减少了所需的Pd量，而且还减少了产品中残留金属的水平。此外，研究还发现，这些铁纳米颗粒在没有配体的情况下，对水中芳香族和杂芳族硝基的还原是有效的催化剂。这种还原产生了相应的胺，这在制药行业是一个有价值的转变。这些新技术是由研究生开发的，他们接受了合成有机化学和绿色化学的培训。参与该项目的学生正在开发如何在反应开发和放大过程中最大限度地减少有机和金属废物的知识。

The Chemical Catalysis Program in the Chemistry Division supports this Grant Opportunity for Academic Liaison with Industry (GOALI) award to Professor Bruce Lipshutz. Professor Lipshutz is a faculty member at the University of California, Santa Barbara (UCSB). The project is a collaboration between UCSB and Novartis, a pharmaceutical company. The research undertaken at UCSB focuses on developing new catalysts for valuable organic reactions, where the amount of precious metal, palladium, is only needed in parts per million, rather than the greater levels normally used in palladium-catalyzed reactions. These new reactions reduce the environmental footprint associated with industrial uses of palladium as the reactions are done in water, avoiding use of toxic, flammable, and costly organic solvents. The reagents and experiments under development are of general synthetic utility, and thus may have an impact in academic settings. Students in these research groups learn to couple industrial manufacturing with sustainable chemistry. New nanoparticles (NPs) are formed by treatment of inexpensive iron(III) trichloride (containing ca. 350 ppm palladium) and a phosphine ligand, with methyl Grignard at room temperature. The new iron nanoparticles (NPs) containing trace palladium metal (Pd) catalyze Suzuki-Miyaura cross-couplings reactions. Synthesis of the Novartis drug valsartan, which contains biaryl residue, is under development using this technology. These NPs are being investigated as catalysts for other important Pd-catalyzed reactions, such as Sonogashira couplings. The reactions are performed in water, thereby eliminating organic solvents as the reaction medium. The NPs can be recycled, effectively reducing not only the amount of Pd needed, but also the levels of residual metal found in the products. In addition, it has been found that these same iron nanoparticles, in the absence of ligand, are effective catalysts for the reduction of aromatic and heteroaromatic nitro groups in water. The reduction leads to the corresponding amine, which is a valuable transformation in the pharmaceutical industry. These new technologies are developed by graduate students, who receive their training both in synthetic organic chemistry and in green chemistry. The students involved in the project are develop the know how to minimize organic and metal waste in reaction development and scale-up.