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Excited-State Catalysis in Organic Synthesis

有机合成中的激发态催化

基本信息

批准号：
10623174
负责人：
Ming-Yu Ngai
金额：
--
依托单位：
STATE UNIVERSITY NEW YORK STONY BROOK
依托单位国家：
美国
项目类别：
财政年份：
2016
资助国家：
美国
起止时间：
2016-08-05 至 2023-06-30
项目状态：
已结题

项目摘要

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新的催化技术，用于快速合成和后期合成在温和的反应条件下对复杂的生物悬浮分子进行官能化。我们的研究工作已经被指示利用可见光诱导的激发态催化，这一过程至少涉及一个光激发催化物种，以解决有机合成中尚未解决的挑战。激发态催化包括光激发催化有机或有机金属化合物的光激发，使其进入激发态开发以前难以捉摸的综合转型的景观。这项提议旨在继续我们为合成有价氟化合物建立新型激发态催化平台的努力化合物、羰基部分的衍生化和碳水化合物的位置选择性官能化。更具体地说，我们将开发(I)各种碳氢化合物的激发态多氟烷氧基化反应催化；(Ii)新的氧化还原活性试剂，如可用于五氟磺化和 (Iii)芳烃和杂芳烃的区域选择性多氟烷氧基化反应。金属光催化；(Iv)调节羰基化合物反应活性的新型激发态催化剂；以及(V) 碳水化合物的位置选择性官能化。由于含氟化合物、羰基衍生物和功能化糖普遍存在于天然产品、治疗药物、显像剂、精细化学品和生物材料，拟议研究的成功开发将使人们能够方便地获得和研究众多新的功能分子，以帮助发现和开发新药，农用化学品，生物探头和聚合物。