Selective Activation, Different Branching and Grafting of Poly(propylenimine)-Dendrimers

Andreas Archut; Sven Gestermann; Richard Hesse; Christopher Kauffmann; Fritz Vögtle

doi:10.1055/s-1998-1691

Synlett 1998; 1998(5): 546-548
DOI: 10.1055/s-1998-1691

letter

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Selective Activation, Different Branching and Grafting of Poly(propylenimine)-Dendrimers

Andreas Archut^* , Sven Gestermann, Richard Hesse, Christopher Kauffmann, Fritz Vögtle

^*Kekulé-Institut für Organische Chemie und Biochemie der Universität Bonn, Gerhard-Domagk-Str. 1, D-53121 Bonn, Germany; Fax Int. + 228-73 56 62; E-mail: voegtle@uni-bonn.de

Abstract

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Each branch of different generations of poly(propylenimine)-dendrimers is selectively bifunctionalized by easily accessible reagents. Sulfonic acid chlorides react readily with terminal primary amino groups of this dendrimer type in high yields. The sulfonamide dendrimers purely obtained in this way reveal a considerable synthetic potential. The substitution of the sulfonamide proton of each branch by means of alkyl and benzyl halides, respectively, can be used for a second multiple functionalization. Other convergently synthesized dendrons are grafted on by alkylation of such oligo sulfonamide dendrimers using dendritic halides resulting in structure perfect difunctionalized dendrimers.

cascade molecules - dendrimers - multibranched compounds - N-alkylation - sulfonamides

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