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Evans Enolates: Solution Structures of Lithiated Oxazolidinone-Derived Enolates
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2015-10-05 , DOI: 10.1021/jacs.5b08207
Evan H Tallmadge 1 , David B Collum 1
Affiliation  

The results of a combination of (6)Li and (13)C NMR spectroscopic and computational studies of oxazolidinone-based lithium enolates-Evans enolates-in tetrahydrofuran (THF) solution revealed a mixture of dimers, tetramers, and oligomers (possibly ladders). The distribution depended on the structure of the oxazolidinone auxiliary, substituent on the enolate, and THF concentration (in THF/toluene mixtures). The unsolvated tetrameric form contained a D(2d)-symmetric core structure, whereas the dimers were determined experimentally and computationally to be trisolvates with several isomeric forms.

中文翻译:


埃文斯烯醇化物:锂化恶唑烷酮衍生烯醇化物的溶液结构



四氢呋喃 (THF) 溶液中基于恶唑烷酮的锂烯醇化物 - 埃文斯烯醇化物的 (6)Li 和 (13)C NMR 光谱和计算研究相结合,结果揭示了二聚体、四聚体和低聚物(可能是梯形)的混合物。该分布取决于恶唑烷酮助剂的结构、烯醇化物上的取代基和THF浓度(在THF/甲苯混合物中)。非溶剂化的四聚体形式含有 D(2d) 对称核心结构,而二聚体经实验和计算确定为具有几种异构体形式的三溶剂化物。
更新日期:2015-10-05
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