Excited-State Catalysis in Organic Synthesis

有机合成中的激发态催化

• 批准号: 10401752
• 负责人: Ming-Yu Ngai
• 金额: $ 44.81万
• 依托单位: STATE UNIVERSITY NEW YORK STONY BROOK
• 依托单位国家: 美国
• 财政年份: 2016
• 资助国家: 美国
• 起止时间: 2016-08-05 至 2026-05-31
• 项目状态: 未结题
• 来源: https://reporter.nih.gov/project-details/10401752
• 关键词: Address; Agrochemicals; Biocompatible Materials; Carbohydrates; Catalysis; Chemicals; Complex; Development; Dyes; Goals; Hydrocarbons; Inhalators; Life; Lubricants; Natural Products; Organic Synthesis; Organometallic Compounds; Oxidation-Reduction; Pesticides; Pharmacologic Substance; Polymers; Preparation; Process; Reaction; Reagent; Research; Site; Technology; Therapeutic; Visible Radiation; carbonyl compound; catalyst; drug development; drug discovery; health care quality; imaging agent; improved; novel; novel therapeutics; propellant; sugar

Project Summary/Abstract Our research goal is to develop new catalytic technologies for the rapid synthesis and late-stage functionalization under mild reaction conditions of complex, biorelevant molecules. Our research efforts have been directed to exploit visible-light-induced excited-state catalysis, a process that involves at least one photoexcited catalytic species, to address unmet challenges in organic synthesis. Excited-state catalysis involves the photoexcitation of catalytic organic or organometallic compounds that allows access to their excited-state landscapes for the development of previously elusive synthetic transformations. This proposal aims to continue our efforts in establishing novel excited-state catalytic platforms for the synthesis of valuable fluorinated compounds, the derivatization of carbonyl moieties, and the site-selective functionalization of carbohydrates. More specifically, we will develop (i) polyfluoroalkoxylation reactions of various hydrocarbons via excited-state catalysis; (ii) new redox-active reagents such as those that can be used for pentafluorosulfenylation and fluorosulfonylation; (iii) regioselective polyfluoroalkoxylation reactions of arenes and heteroarenes through metallaphotocatalysis; (iv) new excited-state catalysts to modulate the reactivity of carbonyl compounds; and (v) site-selective functionalization of carbohydrates. Since fluorinated compounds, carbonyl derivatives, and functionalized sugars are ubiquitous in natural products, therapeutics, imaging agents, fine chemicals, and biomaterials, successful development of the proposed research will allow convenient access to and the studies of numerous new functional molecules to aid the discovery and development of new drugs, agrochemicals, bio- probes, and polymers.

项目摘要/摘要 我们的研究目标是开发快速合成和晚期的新催化技术 在复杂的生物含量分子的轻度反应条件下的功能化。我们的研究工作已经 被指示用于利用可见光诱导的激发状态催化，该过程至少涉及一个 光激发催化物种，以解决有机合成中未满足的挑战。激发状态催化涉及 催化有机或有机金属化合物的光激发，允许进入其激发态 用于发展以前难以捉摸的合成转化的景观。该建议旨在继续 我们为建立新型激发型催化平台的努力，以综合有价值的氟化 化合物，羰基部分的衍生化以及碳水化合物的位点选择功能化。 更具体地说，我们将通过激发态发展（i）各种烃的多氟烷氧反应 催化; （ii）新的氧化还原活性试剂，例如可用于五氟二磺化的试剂 氟磺酰基； （iii）竞技场和杂产的区域选择性多氟烷氧反应通过 金属谱分析； （iv）新的激发型催化剂调节羰基化合物的反应性； （v） 碳水化合物的现场选择性功能化。由于氟化化合物，羰基衍生物和 功能化的糖在天然产品，治疗剂，成像剂，细化学物质和 生物材料，拟议研究的成功发展将使方便访问和研究 许多新的功能分子，以帮助发现和开发新药，农业化学，生物学 探针和聚合物。