Solution Structures of Hauser BaseiPr2NMgCl andTurbo-Hauser BaseiPr2NMgCl·LiCl in THF and the Influence of LiCl on the Schlenk-Equilibrium,Journal of the American Chemical Society

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Solution Structures of Hauser BaseiPr2NMgCl andTurbo-Hauser BaseiPr2NMgCl·LiCl in THF and the Influence of LiCl on the Schlenk-Equilibrium
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2016-04-04 , DOI: 10.1021/jacs.6b00345
Roman Neufeld ₁ , Thorsten L. Teuteberg ₂ , Regine Herbst-Irmer ₁ , Ricardo A. Mata ₂ , Dietmar Stalke ₁

Affiliation

Grignard reagents that are at the simplest level described as "RMgX" (where R is an organic substituent and X a halide) are one of the most widely utilized classes of synthetic reagents. Lately, especially Grignard reagents with amido ligands of the type R1R2NMgX, so-called Hauser bases, and their Turbo analogue R1R2NMgX·LiCl play an outranging role in modern synthetic chemistry. However, because of their complex solution behavior, where Schlenk-type equilibria are involved, very little is known about their structure in solution. Especially the impact of LiCl on the Schlenk-equilibrium was still obscured by complexity and limited analytical access. Herein, we present unprecedented insights into the solution structure of the Hauser base (i)Pr2NMgCl 1 and the Turbo-Hauser base (i)Pr2NMgCl·LiCl 2 at various temperatures in THF-d8 solution by employing a newly elaborated diffusion ordered spectroscopy (DOSY) NMR method hand-in-hand with theoretical calculations.

中文翻译：

Hauser BaseiPr2NMgCl和Turbo-Hauser BaseiPr2NMgCl·LiCl在THF中的溶液结构以及LiCl对Schlenk平衡的影响

格氏试剂在最简单的级别被描述为“RMgX”（其中 R 是有机取代基，X 是卤化物）是最广泛使用的合成试剂类别之一。最近，特别是带有 R1R2NMgX 型酰胺基配体的格氏试剂，即所谓的 Hauser 碱，以及它们的 Turbo 类似物 R1R2NMgX·LiCl 在现代合成化学中发挥着举足轻重的作用。然而，由于它们复杂的溶液行为，其中涉及 Schlenk 型平衡，对它们在溶液中的结构知之甚少。特别是 LiCl 对 Schlenk 平衡的影响仍然被复杂性和有限的分析访问所掩盖。在此处，

更新日期：2016-04-04

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