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

独特的多功能有机硼小分子的设计、合成及其在有机合成中的应用

基本信息

批准号：
1153105
负责人：
Daniell Mattern
金额：
$ 24.14万
依托单位：
University of Mississippi
依托单位国家：
美国
项目类别：
Standard Grant
财政年份：
2012
资助国家：
美国
起止时间：
2012-08-15 至 2016-07-31
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=1153105&HistoricalAwards=false
关键词：
Design synthesis applications uniquely multi

项目摘要

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.

在这个由化学部化学合成项目资助的项目中，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有机硼小分子二氨基硼基乙腈的合成应用。尽管其结构简单且具有潜在的重要性，但尚未对其在有机合成中的应用进行研究。用适当的碱对二氨基硼基乙腈的亚甲基碳上的酸性氢进行去质子化应该会产生一种新型的亲核α-二氨基硼基碳负离子物质，其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换功能是化学合成中最基本和最关键的技术，需要满足对复杂有机分子不断增长的需求。该项目旨在基于二氨基硼基乙腈的独特化学性质开发新的高效合成方法。如果成功，它将对需要合成有机分子的任何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出色的培训，包括目前在化学领域代表性不足的学生。