Selective Radical Synthesis Via Metal Coordination

本研究将集中在自由基为基础的有机锑 化学，依靠金属中心的配位 在分子内之前， 碘原子从碳转移到锑。 四苯基 二苯锑、二苯基锑和烯丙基（二苯基）锑将被 作为烷基转化的选择性试剂， 卤化物、硫族化物和其它前体转化为烷基锑， 醇、带有烯丙基取代基的化合物、硝基烯烃 和醚。 该方法可推广到其他锑 试剂、其他V族元素和锡（IV）化合物 带有吸电子配体。 这些研究将 阐明了自由基选择性的机理，并提供了一种新的 合成化学的战略，将适用于 几种天然产物的简明合成。 %%% 有了这个更新奖，合成有机计划是 支持安东尼博士的研究。巴雷特的 科罗拉多州立大学化学系。 博士 巴雷特将把工作重点放在发展选择性的 基于金属中心自由基的合成方法 由锑化合物生成。

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.