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Liquid-phase synthesis of block copolymers containing sequence-ordered segments

: Pfeifer, S.; Zarafshani, Z.; Badi, N.; Lutz, J.-F.


Journal of the American Chemical Society 131 (2009), No.26, pp.9195-9197
ISSN: 0002-7863
ISSN: 1520-5126
Journal Article
Fraunhofer IAP ()

Monodisperse sequence-defined oligomers have been synthesized in solution in the absence of protecting groups. These structures have been prepared stepwise using two consecutive chemoselective reactions: 1,3-dipolar cycloaddition of terminal alkynes and azides and amidification of carboxylic acids with primary amines. These oligomers were efficiently constructed on either a conventional solid support (commercial Wang resin) or tailor-made soluble polystyrene supports synthesized by atom-transfer radical polymerization. The latter approach was found to be very versatile. Indeed, well-defined soluble macromolecular supports allowed not only the synthesis and cleavage of defined oligomers (i.e., sacrificial support) but also the preparation of noncleavable block Copolymers containing sequence-defined segments.