Organic and Macromolecular Chemistry
Freie Universität Berlin Fachbereich Biology, Chemie, Pharmazie Institut für Chemie
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Bo, Z.; Schlüter, A.D.
"Entering a New Level of Use for Suzuki Cross-Coupling: Poly(para-phenylene)s with Fourth Generation Dendrons"
Chem. Eur. J
.
2000, 6, 3235-3241

Keywords Dendrimers; palladium; polymers; polymerizations  
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Abstract Three different synthetic routes to the fourth generation (G4) macromonomers 4, 6, and 9 for Suzuki polycondensation (SPC) are described and compared in regard to their efficiency. Monomer 9 was selected the best as judged by the number and feasibility of synthetic steps and purification behavior. It was prepared on the 15 g-scale. SPC of the monomers 4, 6, and 9 gave the novel poly(para-phenylene)s 17, 18, and 19 with pendant G4 dendrons at every other repeat unit. SPC was optimized for 9 and the diboronic acid ester counterpart 16 which led to polymer 19 with a molecular weight of up to Mn = 76,000, Mw = 639,000 (GPC versus polystyrene). High molecular weight is most likely to be obtained for 9 : 16 = 1.000 : (0.995-1.005).