CC BY-ND-NC 4.0 · Synthesis 2019; 51(05): 1115-1122
DOI: 10.1055/s-0037-1610407
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Straightforward One-Pot Syntheses of Silylamides of Magnesium and Calcium via an In Situ Grignard Metalation Method

Sven Krieck
,
Philipp Schüler
,
Jan M. Peschel
,
Friedrich Schiller University Jena, Institute of Inorganic and Analytical Chemistry, Humboldtstraße 8, D-07743 Jena, Germany   Email: m.we@uni-jena.de
› Author Affiliations
Further Information

Publication History

Received: 11 October 2018

Accepted after revision: 13 November 2018

Publication Date:
13 December 2018 (online)


Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue

Abstract

Calcium bis[bis(trimethylsilyl)amide] (Ca(HMDS)2) is a widely used reagent in diverse stoichiometric and catalytic applications. These processes necessitate a straightforward and large-scale access of this complex. Calcium does not react with primary and secondary amines, but the addition of excess bromoethane to a mixture of calcium turnings and amines in THF at room temperature yields the corresponding calcium bis(amides), calcium bromide and ethane. This in situ Grignard metalation method (iGMM) allows the preparation of calcium bis(amides) from secondary and primary trialkylsilyl-substituted amines and anilines on a multigram scale.

1 Background

2 The In Situ Grignard Metalation Method (iGMM)

3 Properties of [(thf)2M(HMDS)2]

4 Applications and Perspective

Supporting Information

 
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