Neufeld Roman, Stalke Dietmar
Institut für Anorganische Chemie, Georg-August-Universität, Tammannstraße 4, 37077, Göttingen, Germany.
Chemistry. 2016 Aug 26;22(36):12624-8. doi: 10.1002/chem.201601494. Epub 2016 Jun 17.
Turbo-Hauser bases are very useful and highly reactive organometallic reagents in synthesis. Especially TMPMgCl⋅LiCl 1 (TMP=2,2,6,6-tetramethylpiperidide) is an excellent base for converting a wide range of (hetero)aromatic substrates into highly functionalized compounds with a broad application in organic synthesis. The knowledge of its structure in solution is of essential importance to understand the extraordinary reactivity and selectivity. However, very little is known about the aggregation of this prominent reagent in solution. Herein, we present the THF-solution structure of 1 by employing our newly elaborated DOSY NMR method based on external calibration curves (ECC) with normalized diffusion coefficients.
Turbo-Hauser碱是合成中非常有用且反应活性高的有机金属试剂。特别是TMPMgCl⋅LiCl 1(TMP = 2,2,6,6-四甲基哌啶)是一种出色的碱,可将多种(杂)芳族底物转化为在有机合成中有广泛应用的高度官能化化合物。了解其在溶液中的结构对于理解其非凡的反应活性和选择性至关重要。然而,对于这种重要试剂在溶液中的聚集情况知之甚少。在此,我们通过采用基于外部校准曲线(ECC)和归一化扩散系数的新开发的DOSY NMR方法,给出了1在四氢呋喃溶液中的结构。