Exploiting Allenes: Synthesis and Reactivity of Strained Compounds

利用丙二烯：应变化合物的合成和反应性

基本信息

批准号：
0910597
负责人：
Kay Brummond
金额：
$ 42万
依托单位：
University of Pittsburgh
依托单位国家：
美国
项目类别：
Continuing Grant
财政年份：
2009
资助国家：
美国
起止时间：
2009-08-01 至 2013-07-31
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=0910597&HistoricalAwards=false
关键词：
Exploiting Allenes Synthesis Reactivity Strained

项目摘要

This project will continue work to explore the chemistry of allenes, an underutilized functional group in the synthetic chemist's repertoire. Exploiting the reactivity of this moiety led to the discovery of a thermal [2 + 2] cycloaddition reaction of an allene-yne to afford an alkylidene cyclobutene, the topic of this proposal. Prior to this work, reports of this unsaturated, strained moiety were rare. Ready access to this ring system will facilitate investigations into their chemical reactivity and synthetic utility. Computational and synthetic studies will be undertaken to understand the mechanism of the thermal [2 + 2] cycloaddition reaction of allene-ynes. The scope of the thermal [2 + 2] cycloaddition reaction of allene-ynes will be expanded and the synthetic utility of alkylidene cyclobutenes will be explored.With this award the Organic and Macromolecular Chemistry Program is supporting the research of Professor Kay Brummond of the Department of Chemistry at the University of Pittsburgh. Discovery and synthesis of new arrays of functionality through the development of innovative reactions is the primary aim of Professor Brummond's research program. Realization of the goals of this proposal will provide a more general understanding of the chemistry of strained compounds and an expansion of chemical space, thus enhancing the discovery of new biological probes and pharmaceuticals.

该项目将继续努力探索Allenes的化学，这是合成化学家曲目中未充分利用的功能组。利用该部分的反应性导致了Allene-Yne的热[2 + 2]环加成反应，以提供烷基二丁烯，这是该提案的主题。在这项工作之前，这种不饱和，紧张的部分的报道很少见。现成的戒指系统将有助于研究其化学反应性和合成效用。将进行计算和合成研究，以了解Allene-Ynes的热[2 + 2]环加成反应的机理。将探索艾琳 - 耶恩斯的热[2 + 2]环加成反应的范围，并将探索烷基二烯环丁烯的合成效用。该奖项在该奖项中支持佩特斯堡大学化学系的凯·布尔蒙德教授的有机和巨型分子化学计划。通过发展创新反应的发现和合成新功能阵列是布鲁蒙德教授的研究计划的主要目的。实现该提案的目标将提供对应变化合物的化学和化学空间扩展的化学反应的更一般的理解，从而增强了新的生物探针和药物的发现。