Selective Radical Synthesis Via Metal Coordination

通过金属配位选择性自由基合成

• 批准号: 9119966
• 负责人: Anthony G. Barrett
• 金额: $ 13.59万
• 依托单位: Colorado State University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 1992
• 资助国家: 美国
• 起止时间: 1992-02-01 至 1993-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9119966&HistoricalAwards=false
• 关键词: Selective; Radical; Synthesis; Via; Metal

This research will concentrate on radical-based organoantimony chemistry, relying on the coordination of metal centered radicals by an adjacent hetero atom prior to intramolecular iodine atom transfer from carbon to antimony. Tetraphenyl distibine, diphenylstibine and allyl(diphenyl)stibine will be examined as selective reagents for the conversion of alkyl halides, chalcogenides and other precursors into alkylstibines, alcohols, compounds bearing allylic substituents, nitroalkenes and ethers. The methods will be extended to other antimony reagents, to other Group V elements and to tin(IV) compounds bearing electron withdrawing ligands. These studies will clarify the mechanism of radical selectivity and provide a new strategy for synthetic chemistry that will be applied to the concise synthesis of several natural products. %%% With this renewal award, the Synthetic Organic Program is supporting the research of Dr. Anthony G.M. Barrett of the Department of Chemistry at Colorado State University. Dr. Barrett will focus his work on the development of selective synthetic methodology based upon metal centered radicals generated from antimony compounds.

这项研究将集中于基于自由基的有机锑化学，依赖于分子内碘原子从碳转移到锑之前，相邻杂原子对金属中心自由基的配位。 四苯基二锑、二苯基锑和烯丙基（二苯基）锑将作为选择性试剂用于将卤代烷、硫属化物和其他前体转化为烷基锑、醇、带有烯丙基取代基的化合物、硝基烯烃和醚。 该方法将扩展到其他锑试剂、其他V族元素和带有吸电子配体的锡(IV)化合物。 这些研究将阐明自由基选择性的机制，并为合成化学提供新的策略，将其应用于几种天然产物的简洁合成。 %%% 凭借这一续签奖项，合成有机计划正在支持 Anthony G.M. 博士的研究。科罗拉多州立大学化学系的巴雷特。 Barrett 博士的工作重点是开发基于锑化合物产生的金属中心自由基的选择性合成方法。