Abstract

The reaction of potassium hexamethyldisilazide (K-HMDS) with 1 equiv. of the bulky formamidine N(Diep) C(H)NH(Diep) (DiepFormH, Diep = 2,6-Et 2C 6H 3) in THF yields the half deprotonated compound [K(DiepForm)(DiepFormH)] ( 1), which exhibits suppressed reactivity with the hexamethyldisilazide anion. Reaction of 1 with n-BuLi gives the polymer [{Li(THF) 2K(DiepForm) 2} n ] ( 2). Preparation of 1 in the presence of the chelating solvents 1,2-dimethoxyethane (DME) or N, N, N′, N″, N″-pentamethyldiethylenetriamine (PMDETA) gives the fully deprotonated species [{K 3(DiepForm) 3(DME) 3} n ] ( 3) and [{K(PMDETA)K(DiepForm) 2} n ] ( 6). The syntheses of compounds 1– 3, 6 and related compounds, e.g. [{K 3{N(Dimp)C(H)N(Dimp)} 3(DME) 3} n ] ( 4) (Dimp = 2,6-Me 2C 6H 3), are described.

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