Selective Radical Synthesis Via Metal Coordination

本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。将研究四苯基二苯胺、二苯基二苯胺和烯丙基（二苯基）二苯胺作为将烷基卤化物、硫族化合物和其他前体转化为烷基二苯胺、醇、含烯丙基取代基的化合物、硝基烯和醚的选择性试剂。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，将应用于几种天然产物的简明合成。有了这个更新奖，合成有机项目正在支持科罗拉多州立大学化学系的安东尼·G.M.巴雷特博士的研究。巴雷特博士将专注于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。

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.