Design, synthesis, and applications of a uniquely multi-functionalized small organoboron molecule for organic synthesis

在这个由化学部化学合成计划资助的项目中，密西西比大学化学系的Takashi Tomioka教授将探索一种独特的、多功能的有机硼小分子--二氨基硼乙腈的合成应用。尽管它的结构简单而且具有潜在的重要性，但还没有关于它在有机合成中的应用的研究。酸性氢在二氨基硼基乙腈的亚甲基碳上用适当的碱去质子化，可以生成一种新的亲核的α-二氨基硼基碳负离子物种，可用于化学合成中的各种实际应用。在有机分子上安装和转化官能团是化学合成中最基本和最关键的技术，这是满足日益增长的对复杂有机分子的需求所必需的。本项目旨在开发新的、高效的合成方法，基于二氨基丁基乙腈的独特化学结构。如果成功，它将对任何需要合成有机分子的活动领域产生积极影响。这些活动领域包括制药、农用化学品和特种化学品行业。该项目还将为参与其中的研究生和本科生提供极好的培训，包括那些目前在化学领域代表性不足的学生。

In this project funded by the Chemical Synthesis Program of the Chemistry Division, Professor Takashi Tomioka of the Department of Chemistry at University of Mississippi will explore the synthetic applications of a unique, multi-functionalized small organoboron molecule, diaminoboryl acetonitrile. Despite its structural simplicity as well as potential importance, no study for its use in organic synthesis has been developed. The deprotonation of the acidic hydrogen on the methylene carbon of diaminoboryl acetonitrile with an appropriate base should generate a novel, nucleophilic alpha-diaminoboryl carbanion species that could be utilized for a variety of practical applications in chemical synthesis. Installing and transforming functionalities on organic molecules are the most fundamental and crucial technologies in chemical synthesis, which is needed to address the ever-increasing demand on complex organic molecules. This project intends to develop new and efficient synthetic methodology based on the unique chemistry of diaminoboryl acetonitrile. If successful, it will positively impact any area of activities where the synthesis of organic molecules is needed. These areas of activities include the pharmaceutical, agrochemical, and specialty chemical industries. The project will also provide excellent trainings to the graduate students and undergraduate students involved, including those currently underrepresented in Chemistry.