Hydrobenzoin-based rigid chiral polymer.
We prepared a rigid, chiral polymer (1) from optically active hydrobenzoin-based subunits. Nonracemic monomer units 6 and 8 were prepared by asymmetric dihydroxylation (AD) methodology and polymerization was carried out under Sonagashira coupling conditions. Polymer 1 was obtained in good yield with a molecular weight M(n) = 5,100 (PDI = 2.3). Modeling suggests that polymer 1 could form a stable helical mainchain conformation in solution or the solid state. The chiroptical data of the polymer and a low-molecular weight model compound (9) are compared.
Bieging
Anna
A
Department of Chemistry, University of Arizona, Tucson, Arizona 85721-0041, USA.
Liao
Li Xin
LX
McGrath
Dominic V
DV