Helically chiral poly(quinoxalin-2,3-diyl)s: Toward the synthesis of stereoregular polymeric organocatalysts
2009
Reggelin, Michael | Scholz, Johannes | Hamburger, Manuel
The synthesis of seven new aromatic diisocyanide monomers is described and a rationale for their stability is given, as well as their behavior in the palladium-mediated aromatizing polymerization yielding helically chiral poly(quinoxalin-2,3-diyl)s (PQs). Acceleration of the otherwise slow polymerization by microwave heating was observed. The polymers are designed to display potential organocatalytically active functionalities (e.g., phenols, pyridines) nearby stereolabile biaryl axes, which are asymmetrically governed by the configurationally stable helical backbone.
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