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N , N ′, N ′′ - peralkylated guanidinium chlorides and  N , N ′, N ′′ - peralkylated guanidines were prepared from  N , N ′-peralkylated chloroformamidinium chlorides. The alkylation of the guanidines affords  N , N ′, N ′′ - persubstituted guanidinium chlorides bromides, iodides, alkylsulfates, and tetrafluoroborates. Guanidinium tricyanomethanides and tetracyanopropenides were prepared from the chlorides and iodides by anion metathesis. The reaction of guanidinium halogenides with borontrifluoride etherate, triethyloxonium tetrafluoroborate or sodiumtetrafluoroborate delivers guanidinium tetrafluoroborates. Guanidinium saccharinides, cyanates, thiocyanates, trifluoromethansulfonates, bis(trifluormethansulfonyl)imides, hexacyanoferrates(II/III), tetracyanonickolates and tetrathiocyanatocobaltates were prepared from the corresponding guanidinium chlorides and tetrafluoroborates by anion exchange.

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Orthoamide und Iminiumsalze, CIII. Synthese von  N , N ′, N ′′ - peralkylierten Guanidiniumsalz-basierten ionischen Flüssigkeiten durch Anionenmetathese