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Reactions of (-)-sparteine with alkali metal HMDS complexes: conventional meets the unconventional.

Chemical communications (Cambridge, England) (2009-09-30)
Natalie M Clark, Pablo García-Alvarez, Alan R Kennedy, Charles T O'Hara, Gemma M Robertson
ABSTRACT

'Conventional' (-)-sparteine adducts of lithium and sodium 1,1,1,3,3,3-hexamethyldisilazide (HMDS) were prepared and characterised, along with an unexpected and 'unconventional' hydroxyl-incorporated sodium sodiate, [(-)-sparteine x Na(mu-HMDS)Na x (-)-sparteine](+)[Na(4)(mu-HMDS)(4)(OH)](-)--the complex anion of which is the first inverse crown ether anion.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Hexamethyldisilazane, reagent grade, ≥99%
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Lithium bis(trimethylsilyl)amide solution, 1 M in toluene
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Sodium bis(trimethylsilyl)amide, 95%
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Lithium bis(trimethylsilyl)amide solution, 1.5 M in THF
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Hexamethyldisilazane, produced by Wacker Chemie AG, Burghausen, Germany, ≥97.0% (GC)
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