CAS: CAREER: Bridging Photoacids and Photobases with Schiff base Platforms

在这个CAREER项目中，鲍登学院化学与生物化学系的Kana Takematsu正在开发一种新型分子，这种分子被设计成在光的作用下进行质子交换。该项目由化学系的化学结构、动力学与机理b （CSDM-B）项目和促进竞争研究的建立项目（EPSCoR）共同资助。光引发的质子运动有无数的化学含义，包括利用太阳能。这项研究的目的是研究这些分子的化学特性及其环境如何影响它们有效交换质子的能力，这些信息将用于设计靶向应用的光酸和光碱。该项目将由来自不同背景的本科生组成的团队进行，支持一种包容性的研究文化，培养学生的科学身份和归属感。实验室模块将被创建并嵌入到课程中，向学生介绍光化学领域，学生将有机会通过合作研究项目和会议成为更广泛的科学社区的一部分。光酸和光碱允许时间和空间控制质子的捐赠和通过光的提取。设计光酸和光碱需要对促进激发态质子转移（ESPT）的驱动力和溶剂参数有基本的了解。本课题利用希夫碱化学的化学模块性，构建光酸和光碱，对ESPT和激发态分子内质子转移进行详细的机理研究。这种设计中固有的是一个能够光异构化的碳氮双键，可以潜在地触发与ESPT耦合的结构重排。在本项目中，Aim 1将测试希夫碱模板是否为萘酚光酸衍生物提供了合适的支架。目的2将测试希夫碱模板是否为喹啉光碱衍生物提供了合适的支架。Aim 3建立在这些平台上，测试碳氮双键光异构化是否可以通过在支架上添加基于吡啶的质子受体和基于酚的质子供体来耦合到ESPT。该奖项反映了美国国家科学基金会的法定使命，并通过使用基金会的知识价值和更广泛的影响审查标准进行评估，被认为值得支持。

In this CAREER project, jointly funded by the Chemical Structure, Dynamics & Mechanisms-B (CSDM-B) Program of the Chemistry Division and the Established Program to Stimulate Competitive Research (EPSCoR), Kana Takematsu of the Department of Chemistry and Biochemistry at Bowdoin College is developing new classes of molecules that are designed to undergo the exchange of protons in response to light. The light-initiated movement of protons has myriad chemical implications, including in the harnessing of solar energy. The goal of this research is to study how the chemical characteristics of these molecules and their environment affect their ability to exchange protons effectively, information that will be used to design photo-acids and photo-bases for targeted applications. The project will be conducted by a team of undergraduate students from diverse backgrounds, supporting an inclusive research culture that fosters science identity and belonging in students. Laboratory modules will be created and embedded into courses to introduce students to the field of photochemistry, and students will have the opportunity to become part of the broader scientific community through collaborative research projects and meetings. Photo-acids and photo-bases allow temporal and spatial control of proton donation and abstraction via light. Designing photo-acids and photo-bases for desired applications requires a fundamental understanding of the driving forces and solvent parameters that promote excited state proton transfer (ESPT). The proposed project utilizes the chemical modularity of Schiff base chemistry to build photo-acids and photo-bases for detailed mechanistic studies of ESPT and excited state intramolecular proton transfer. Inherent in this design is a carbon-nitrogen double bond capable of photo-isomerization that can potentially trigger a structural rearrangement coupled to ESPT. In this project, Aim 1 will test whether the Schiff base template provides a suitable scaffold for naphthol photo-acid derivatives. Aim 2 will test whether the Schiff base template provides a suitable scaffold for quinoline photo-base derivatives. And Aim 3 builds on these platforms to test whether carbon-nitrogen double bond photo-isomerization can be coupled to ESPT through addition of pyridine-based proton acceptors and phenol-based proton donors to the scaffold.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.