Novel Catalytic Annulation Chemistry

在这个由化学部化学合成项目资助的项目中，芝加哥伊利诺伊大学化学系的Vladimir Gevorgyan教授将开发过渡金属催化的方法来合成多取代芳烃和杂芳烃。虽然存在几种构造苯环的方法，但已知的催化过程存在区域选择性问题。更有选择性的方法需要使用化学计量的有机金属试剂，因此严重限制了这些方法的广泛应用。这些限制将在该项目中通过开发高效的pd催化[4+2]和正式的[2+2+2]苯环反应来解决，以实现多取代苯环的区域选择性组装。对新的前级和后级联变换的研究将极大地扩展这种方法的范围。拟议的研究是有机金属和有机化学与催化的界面，也将在本科和研究生一级提供多学科培训。此外，Gevorgyan教授还积极致力于促进STEM学科中女性的职业发展。拟议的工作预计将在与健康有关的领域产生更广泛的影响，因为它为获得具有重要生物学意义的中间体提供了新的有效途径，并在材料科学领域产生更广泛的影响，因为它允许容易地获得可用于快速组装复杂框架和共轭材料的有价值的构建块。此外，本文提出的“一锅反应”的发展可以降低化学产品的成本，避免化学废物的产生，提供经济和环境的影响。

In this project funded by the Chemical Synthesis Program of the Chemistry Division, Professor Vladimir Gevorgyan of the Department of Chemistry at the University of Illinois at Chicago will develop transition metal-catalyzed methodologies towards multi-substituted aromatics and heteroaromatics. Although several methods for construction of benzene rings exist, the known catalytic processes suffer from regioselectivity problems. More selective methods require employment of stoichimetric organometallic reagents, thus severely limiting broad application of these methodologies. These limitations will be addressed in the proposed project through the development of highly efficient Pd-catalyzed [4+2] and formal [2+2+2] benzannulation reactions toward regioselective assembly of a multisubstituted benzene ring. Studies toward new pre- and post-benzannulation cascade transformations will dramatically expand the scope of this methodology. The proposed research, which is at the interface of organometallic and organic chemistry and catalysis, will also provide multidisciplinary training at the undergraduate and graduate level. In addition, Professor Gevorgyan is actively engaged in promoting careers for women in the STEM disciplines. The proposed work is expected to have broader impacts in the health related area by providing new effective routes to biologically important intermediates, and in materials science by allowing easy access to valuable building blocks, which could be utilized in the rapid assembly of complex frameworks and conjugated materials. Moreover, the herein proposed development of "one-pot reactions" may reduce the cost of chemical products and avoid the production of chemical waste, providing both economical and environmental impacts.