CAREER: Constructing Conjugated Heteroarene Architectures via Ring-Expansion Reactions with Anti-Aromatic Boroles

职业：通过反芳香硼杂环扩环反应构建共轭杂芳烃结构

基本信息

批准号：
1753025
负责人：
Caleb Martin
金额：
$ 65万
依托单位：
Baylor University
依托单位国家：
美国
项目类别：
Continuing Grant
财政年份：
2018
资助国家：
美国
起止时间：
2018-06-01 至 2024-05-31
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=1753025&HistoricalAwards=false
关键词：
CAREER Constructing Conjugated Heteroarene Architectures

项目摘要

Materials that emit light when electricity is passed through them have a myriad of applications including LED light bulbs, computer displays, and medical imaging devices. Conversely, materials that generate electricity when exposed to light are used in applications including solar energy conversion. While there are a number of materials that have these properties, there is a challenge in developing ones in which the light that is absorbed or emitted can be tuned to specific colors. Dr. Caleb Martin, Department of Chemistry and Biochemistry, Baylor University, is supported by the Chemical Synthesis Program of the Chemistsry Division, to prepare materials containing boron and phosphorus or sulfur that function as organic light emitting diodes (OLEDs) and organic photovoltaics (OPVs). By varying the amounts of these elements the color of light that is emitted or absorbed can be selectively changed. These light emitting/absorbing units are incorporated into polymers to form flexible OLEDs and OPVs that can be used in a variety of applications. This project also contains outreach efforts through partnerships with non-profit organizations in Waco that serve low income and homeless students. Interactive activities are related to the project with the ultimate goal to help increase the post-secondary enrollment of low income underrepresented minorities pursuing studies in the STEM fields. The project's goals are to synthesize boron containing analogues of benzene and other extended aromatic compounds that feature boron and a lone pair containing heteroatom as valence isoelectronic substitutes for a C=C unit in the ring. The synthetic route involves a ring expansion methodology that takes advantage of the lability of the endocyclic boron-carbon bond in anti-aromatic borole reagents. The electronic properties of the boron containing heteroarenes are investigated computationally and spectroscopically with a focus on fluorescence and band gaps for application in organic light emitting diodes (OLEDs) and organic photovoltaics (OPVs). Due to the accessibility of the borole reagents, the initial targets are monocyclic systems with per-aryl substitution. However, in order to decrease the HOMO-LUMO gap conjugation is being increased by forming polycyclic systems. Through partnerships with local non-profit organizations for low income and homeless students, interactive activities that are related to this project are being organized. The ultimate goal of this outreach is to help increase the post-secondary enrollment of low income underrepresented minorities pursuing studies in the STEM fields.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.

发电时发出光的材料有无数的应用，包括LED灯泡，计算机显示器和医疗成像设备。相反，在暴露于光线时产生电力的材料在包括太阳能转换在内的应用中使用。尽管有许多具有这些属性的材料，但开发材料却是一个挑战，其中吸收或发射的光可以调整为特定的颜色。贝勒大学化学和生物化学系Caleb Martin博士得到了化学司令部化学合成计划的支持，以准备含有硼和磷或硫的材料，这些材料充当有机光发射二极管（OLEDS）和有机光伏（OPVS）。通过改变这些元素的量，可以选择性地更改发出或吸收的光的颜色。这些光发射/吸收单元被合并到聚合物中，以形成可用于多种应用中的柔性OLED和OPV。该项目还通过与为低收入和无家可归学生提供服务的非营利组织的合作伙伴关系，包括推广工作。互动活动与该项目有关，其最终目标是帮助增加低收入人数不足的少数民族在STEM领域的研究。该项目的目标是将硼含有苯和其他扩展芳香族化合物的类似物合成，这些化合物具有硼和一个孤对，其中包含异摩氏剂作为Valence isoeleclectRonic替代，用于环中的C = C单元。合成途径涉及一种环膨胀方法，该方法利用了抗芳族硼醇试剂中内吞硼 - 碳键的不稳定。在计算和光谱上研究了含硼的电子特性，重点是荧光和带隙，以应用于有机光发射二极管（OLEDS）（OLEDS）和有机光伏（OPVS）。由于硼龙试剂的可及性，最初的靶标是具有每酰亚尔替代的单核系统。然而，为了减少同性恋差距，通过形成多环eny系统会增加共轭。通过与当地非营利组织的低收入和无家可归学生的合作伙伴关系，与该项目相关的互动活动正在组织。该外展的最终目标是帮助增加在STEM领域的低收入少数群体的专上入学率。该奖项反映了NSF的法定任务，并被认为是值得通过基金会的知识分子优点和更广泛影响的审查标准来评估的支持。

项目成果

期刊论文数量（22）

专著数量（0）

科研奖励数量（0）

会议论文数量（0）

专利数量（0）

Investigating the reactivity of 9-phenyl-9-borafluorene with N H, O H, P H, and S H bonds

DOI：
10.1016/j.tet.2018.12.034
发表时间：
2019-02
期刊：
Tetrahedron
影响因子：
2.1
作者：
Leif E. Laperriere;Sam Yruegas;Caleb D. Martin
通讯作者：
Leif E. Laperriere;Sam Yruegas;Caleb D. Martin

Probing borafluorene B–C bond insertion with gold acetylide and azide

用乙炔金和叠氮化物探测硼芴 B−C 键插入

DOI：
10.1039/d2dt03672j
发表时间：
2023
期刊：
Dalton Transactions
影响因子：
4
作者：
Li, Yijie;Shen, Yu-Hsuan;Esper, Alec M.;Tidwell, John R.;Veige, Adam S.;Martin, Caleb D.
通讯作者：
Martin, Caleb D.

Borataalkene Hydrofunctionalization Reactions