Approaches to Improved Synthesis Design: Mechanistic and Synthetic Studies on New Annelation Methods

该项目的重点是促进对最近引入的反应的机理和选择性的了解，对新反应的研究，以及利用新反应来制备新型支架、材料、配体和催化剂。研究内容包括：[5+2]环加成反应的区域选择性研究，新的[5+2]和[3+2]环加成反应的5-碳和3-碳试剂的研究，系列[5+2]/[4+2]环加成反应和一步合成[5.3.0]体系的[5+2]/Nazarov新工艺的研究，[3+2]芳基氮烷(VA)的[3+2]环加成反应的研究，路易斯酸催化的VAS[3+2]环加成反应，金属催化的[2+2+2+2]环加成反应，以及利用这些反应制备新的材料、配体和催化剂。通过这一奖项，有机化学和高分子化学项目支持斯坦福大学化学系保罗·温德教授的研究。温德教授的研究试图创造进行合成的新方法，并利用这些专业知识推动化学、生物学、医学和材料科学的前沿。新的反应提供了思考合成问题的新方法，新的工艺选择可以最大限度地减少或避免环境问题步骤和工艺效率低下，而且通常还提供了新的机制和见解，增加了我们对成键、结构和反应性的基本知识。在最基本的层面上，合成提供了创造新化合物的机会，这些化合物具有增进化学知识的功能，并为制备对我们的社会有价值的材料提供了机会，包括探针、药物、材料、精细化学品、农用化学品和功能装置。

The focus of this project is to advance understanding of the mechanisms and selectivities of recently introduced reactions, on the investigation of new reactions, and on the use of new reactions to produce novel scaffolds, materials, ligands, and catalysts. The research will include studies on the regioselectivity of [5+2] cycloadditions, studies of new 5- and 3-carbon agents for new [5+2] and [3+2] cycloadditions, serial [5+2]/[4+2] cycloadditions and a new [5+2]/Nazarov process for one step syntheses of [5.3.0] systems, studies on [3+2] cycloadditions of vinylaziridines (VA), Lewis acid mediated [3+2] cycloadditions of VAs, metal catalyzed [2+2+2+2] cycloadditions to produce cyclooctatetraenes and the use of these to make new materials, ligands, and catalysts. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Paul Wender in the Department of Chemistry at Stanford University. Professor Wender's research seeks to create new ways of doing synthesis and to use that expertise to advance the frontiers of chemistry, biology, medicine and materials science. New reactions offer new ways to think about synthetic problems, new process options that could minimize or avoid environmentally problematic steps and process inefficiencies, and often new mechanisms and insights that add to our basic knowledge of bonding, structure, and reactivity. At its most fundamental level, synthesis provides the opportunity to create new compounds with functions that advance knowledge of chemistry and open opportunities for the preparation of materials of value to our society including probes, medicines, materials, fine chemicals, agricultural chemicals, and functional devices.