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Precise Positioning of Chiral Building Blocks in Monodisperse, Sequence‐Defined Polyamides
Author(s) -
Mosca Simone,
Wojcik Felix,
Hartmann Laura
Publication year - 2011
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201000593
Subject(s) - dispersity , polyamide , monomer , sequence (biology) , polymer , materials science , diamine , polymer chemistry , block (permutation group theory) , amide , amidoamine , combinatorial chemistry , chemistry , dendrimer , organic chemistry , mathematics , composite material , biochemistry , geometry
The synthesis of monodisperse polymers with a defined monomer sequence is a new challenge in polymer chemistry. Recently, we introduced a novel synthetic strategy towards monodisperse, sequence‐defined poly(amidoamine)s based on the stepwise assembly of diamine and diacid building blocks on a solid support. Here we introduce the first chiral building block suitable for the automated poly(amidoamine) synthesis. The synthetic strategy utilizes natural amino acids as starting materials, thus providing a variety of chiral building blocks with different functionalities in the side chain. As a first chiral monomer, L ‐alanine is transformed into a mono Fmoc‐protected diamine building block and successfully introduced into poly(amide) segments.