Abstract
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 I was obtained in good yield with a molecular weight Mn = 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.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 258-263 |
| Number of pages | 6 |
| Journal | Chirality |
| Volume | 14 |
| Issue number | 2-3 |
| DOIs | |
| State | Published - 2002 |
Keywords
- Asymmetric dihydroxylation
- Foldamer
- Macromolecular asymmetry
- Phenyl ethynylene
- Polymer
- Sonagashira coupling
- Stilbene diol
ASJC Scopus subject areas
- Drug Discovery
- Analytical Chemistry
- Spectroscopy
- Catalysis
- Pharmacology
- Organic Chemistry
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