3 years ago

Transformer of Achiral Amounts to Chirality: Double Reversal of Enantioselectivity Using a Single Cocatalyst in Asymmetric Polymerization

Transformer of Achiral Amounts to Chirality: Double Reversal of Enantioselectivity Using a Single Cocatalyst in Asymmetric Polymerization
Geng Zhang, Guanwu Yin, Masashi Shiotsuki, Toshiki Aoki, Takashi Kaneko, Fumio Sanda, Jesus Rodriguez Castanon, Masahiro Teraguchi
Chiral compounds play a vital role in our lives because we are made up of chiral polymers. A strict rule of chirality synthesis is “to obtain one enantiomer of a new chiral product, one enantiomer of a chiral source is needed”. If two enantiomers can be synthesized using a single chiral compound, we can both break the above rule and open up a more efficient route to useful chiral materials using a cheaper chiral source. Here we report the first example of double reversals of enantioselectivity in catalytic asymmetric polymerization of achiral monomers using a single isomer of simple chiral compounds as cocatalyst. Furthermore, we achieved this by changing only one achiral condition, that is, the amount of the chiral cocatalyst, without any other changes in the polymerization conditions. As a result, we easily and directly synthesized (+)- or (−)-polymer using a single chiral compound as a cocatalyst.

Publisher URL: http://dx.doi.org/10.1021/acs.macromol.7b01671

DOI: 10.1021/acs.macromol.7b01671

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