Synthesis of polyallenoates through copper-mediated cross-coupling of dialkynes and bis-α-diazoesters

The copper-catalyzed cross-coupling of alkynes and alpha-diazoesters has been applied in the synthesis of polyallenoates for the first time. The polymerization tolerated various functional groups and afforded the polyallenoates with high molecular weight. With chiral guanidinium bromide as a ligand, the axial chirality of the allene moiety could be generated with high enantioselectivity during the polymerization process.

Automated summary

The copper-catalyzed cross-coupling of alkynes and alpha-diazoesters has been successfully applied to the synthesis of polyallenoates for the first time. The polymerization reaction tolerated various functional groups and afforded high molecular weight polyallenoates. Furthermore, the use of chiral guanidinium bromide as a ligand during the polymerization process allowed for the generation of axial chirality in the allene moiety with high enantioselectivity.