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Synfacts 2009(4): 0386-0386  
DOI: 10.1055/s-0028-1087845
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Macrocyclic Polyfluorenes through Sacrificial Porphyrin Templates

Contributor(s): Timothy M. Swager, Jason R. Cox
S. C. Simon, B. Schmaltz, A. Rouhanipour, H. J. Räder
Max Planck Institute for Polymer Research, Mainz, Germany
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Publikationsdatum:
23. März 2009 (online)

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Significance

The authors present the synthesis of monodisperse polyfluorene macrocycles. The synthesis begins with Mitsunobu esterification to attach fluorene trimers to meso-tetra(4-carboxy­phenyl)porphyrin. The porphyrin locks the four trimers in place, which are subsequently reacted using the Yamamoto coupling reaction. This procedure provided the macrocycle in 1.5% yield.