LEAPS-MPS: Development of New Photoacid Catalyzed Reactions for Organic Synthesis

LEAPS-MPS：新型光酸催化有机合成反应的开发

基本信息

批准号：
2137600
负责人：
Joseph Badillo
金额：
$ 21.98万
依托单位：
Seton Hall University
依托单位国家：
美国
项目类别：
Standard Grant
财政年份：
2021
资助国家：
美国
起止时间：
2021-09-15 至 2023-08-31
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=2137600&HistoricalAwards=false
关键词：
LEAPS MPS Development New Photoacid

项目摘要

This award is funded in whole or in part under the American Rescue Plan Act of 2021 (Public Law 117-2). In this project, funded by the Mathematical and Physical Sciences Directorate and housed in the Chemistry Division, Professor Joseph Badillo and his students at Seton Hall University will study photoacids and photoacid catalysis to help design new chemical reactions that will be important in synthesizing new organic (carbon-based) molecules. A photoacid is a weak acid in its normal state, and only upon irradiation with light does it become a strong acid, and thus catalytically active (able to speed up reactions). This dependence on light-activation offers temporal- and spatial-control not possible with traditional acid catalysis. Despite the unique possibilities of photoacid catalysis, the synthesis and characterization of new photoacids and the development of new photoacid catalyzed reactions remains relatively unexplored. Prof. Badillo also proposes a broadening participation plan that includes having his students present their research at URM-serving conferences such as NOBCChE, working with ACS Project SEED to provide research experiences for URM high school students, and working with several Seton Hall University student organizations to bring science outreach to local minority-serving high schools.Professor Badillo will perform experiments leading to improved understanding of common photoacid catalysts’ photophysical properties by measuring excited state lifetimes (t) and acidities (pKa*). A series of non-photoracemizable chiral photoacids will be designed, synthesized and characterized, and the use of photoacid catalysis will be explored in the context of C–X (X = H, O, C) bond-forming reactions, including asymmetric excited-state proton transfer, glycosylation, and acetalization reactions. The use of photoacid generators such as halonium and sulfonium ions in the context of catalysis will also be investigated. Prof. Badillo’s plan for integrating research and broadening participation-oriented outreach activities will both bring underrepresented minority high school students to Seton Hall University for research experiences, and send Seton Hall students into local schools for science outreach activities.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.

该奖项是根据2021年《美国救援计划法》（公法117-2）全部或部分资助的。在这个项目中，由数学和物理科学局资助并在化学部门内置，约瑟夫·巴德洛教授及其学生在塞顿·霍尔大学（Seton Hall University）将研究光酸和光酸催化催化，以帮助设计新的化学反应，这些化学反应对于合成新的有机（碳基）分子而言至关重要。光酸是其正常状态下的弱酸，只有在用光照射后，它才会变成强酸，从而催化活性（能够加快反应加快反应）。这种对光激活的依赖性提供了传统酸催化剂不可能的临时和空间控制。 Despite the unique possibilities of photoacid catalysis, the synthesis and characterization of new photoacids and the development of new photoacid catalyzed reactions remain Prof. Badillo also proposes a broadening participation plan that includes having his students present their research at URM-serving conferences such as NOBCChE, working with ACS Project SEED to provide research experiences for URM high school students, and working with several Seton Hall University student organizations to bring science outreach to local少数族裔服务高中。宝迪洛（Professor Badillo）将通过测量激发态寿命（T）和酸度（PKA*）进行实验，从而改善对普通光酸催化催化剂的光体物理特性的了解。将设计，合成和表征一系列不可忽视的手性光子，并在C – X（X = H，O，C）键合反应的背景下探索光酸催化的使用，包括不对称的激发型质子，糖基化和乙酰化反应。还将研究在催化背景下使用光酸发生器，例如卤素和磺基离子。 Badillo教授的计划整合研究并扩大了以参与参与为导向的外展活动将使代表性不足的少数族裔高中学生进入Seton Hall大学进行研究经验，并将Seton Hall的学生带入当地学校进行科学外展活动。该奖项反映了NSF的立法使命，并被认为是通过基金会的知识效果和宽阔的智能评论来评估的，并值得通过评估来进行评估。