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Controllable, Selective Per-Functionalization of Dendritic Oligoamines

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journal contribution
posted on 01.04.2004, 00:00 by Fritz Vögtle, Hassan Fakhrnabavi, Oleg Lukin
A method allowing for an unprecedented controllable functionalization of oligoamines via N,N-bis-sulfonylation with various sulfonyl chlorides has been developed. Depending on the nature of the sufonyl chloride and reaction conditions such as base, time of reaction, and temperature, each amino group can be selectively mono- or bis-sufonylated. The procedure was investigated in detail with the model substance tris(2-aminoethyl)amine and applied for the preparation of dumbbell-shaped coupled dendrons and second-generation sulfonimide-decorated dendrimers.