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Synthesis and Reactions of Biradicals and o-Quinodimethanes

双自由基和邻醌二甲烷的合成与反应

基本信息

批准号：
9307994
负责人：
Kung Wang
金额：
$ 20.7万
依托单位：
West Virginia University Research Corporation
依托单位国家：
美国
项目类别：
Continuing Grant
财政年份：
1993
资助国家：
美国
起止时间：
1993-08-01 至 1997-01-31
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=9307994&HistoricalAwards=false
关键词：
Synthesis Reactions Biradicals Quinodimethanes

项目摘要

9307994 Wang The focus of this research is the development of new methods for the synthesis of enediynes and enyne-allenes which provide easy entries to a variety of carbon diradicals and mechanistic studies of the subsequent radical processes. The first objective is to develop the use of the condensation reaction of sillylallenylboranes with acetylenic and allenic aldehydes for the synthesis of enediynes and enyne-allenes having diverse chemical structures. New synthetic routes to enediynes, enyne-allenes, diene-allenes, enediallenes and other related structures via the intramolecular migration reaction of organoborate complexes will also be developed. The formation of carbon diradicals from these unsaturated compounds will be studied using the strategy of generating new types of diradicals by intramolecularly capturing the initially formed diradical with a properly situated carbon-carbon double or triple bond. This will allow the radical centers to be moved around the molecule and can lead to the formation of other reactive species, such as o-quinodimethanes. %%% With this award, the Synthetic Organic Program is supporting the research of Dr. Kung K. Wang of the Department of Chemistry at West Virgina University. Professor Wang will focus his work on synthetic methods generating new types of carbon diradicals and the mechanistic studies of the subsequent radical processes which have recently found their counterpart in biological systems. ***

9307994 Wang本研究的重点是开发合成烯二炔和烯炔-联烯的新方法，这些方法为各种碳双自由基和随后的自由基过程的机理研究提供了方便的入口。第一个目标是开发甲硅烷基丙二烯基硼烷与炔醛和丙二烯醛的缩合反应用于合成具有不同化学结构的烯二炔和烯炔-丙二烯的用途。通过有机硼酸盐配合物的分子内迁移反应合成烯二炔、烯炔-联烯、二烯-联烯、烯二联烯和其他相关结构的新途径也将得到发展。从这些不饱和化合物的碳双自由基的形成将被研究使用的策略，产生新类型的双自由基的分子内捕获最初形成的双自由基与适当的碳-碳双键或三键。这将允许自由基中心在分子周围移动，并可能导致形成其他反应性物质，如邻醌二甲烷。有了这个奖项，合成有机计划正在支持Kung K博士的研究。西卡罗来纳大学化学系的王教授说。王教授将专注于产生新型碳双自由基的合成方法，以及最近在生物系统中发现的后续自由基过程的机理研究。 ***