The Donor-Base-Free Aggregation of Lithium Diisopropyl Amide in Hydrocarbons Revealed by a DOSY Method

The Donor-Base-Free Aggregation of Lithium Diisopropyl Amide in Hydrocarbons Revealed by a DOSY Method
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DOI:
10.1002/anie.201502576
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发表时间:
2015-06-08
影响因子:
16.6
通讯作者:
Stalke, Dietmar
Stalke, Dietmar
中科院分区:
化学1区
文献类型:
--
作者:
Neufeld, Roman;John, Michael;Stalke, Dietmar

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二异丙基锂酰胺(LDA)是一种非常重要的试剂,在有机合成中起着关键作用,是广泛的去质子化反应的理想碱。但是,在没有供体碱基的情况下,溶液中的聚集状态是不清楚的。本文基于一种新提出的具有归一化扩散系数的外校准曲线(ECC)方法,采用DOSY核磁共振实验解决了这一问题。
Lithium diisopropyl amide (LDA) is a very prominent reagent that plays a key role in organic synthesis, serving as a base par excellence for a broad range of deprotonation reactions. However, the state of aggregation in solution in the absence of donor bases was unclear. In this paper we solved this problem by employing DOSY NMR experiments based on a newly elaborated external calibration curve (ECC) approach with normalized diffusion coefficients.