Hydrobenzoin-based rigid chiral polymer

Anna Bieging, Li Xin Liao, Dominic V Mcgrath

Research output: Contribution to journalArticle

2 Citations (Scopus)

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 languageEnglish (US)
Pages (from-to)258-263
Number of pages6
JournalChirality
Volume14
Issue number2-3
DOIs
StatePublished - 2002

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Polymers
Molecular Weight
Molecular weight
Molecular Models
Polymerization
Conformations
Monomers
hydrobenzoin

Keywords

  • Asymmetric dihydroxylation
  • Foldamer
  • Macromolecular asymmetry
  • Phenyl ethynylene
  • Polymer
  • Sonagashira coupling
  • Stilbene diol

ASJC Scopus subject areas

  • Analytical Chemistry
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

Hydrobenzoin-based rigid chiral polymer. / Bieging, Anna; Liao, Li Xin; Mcgrath, Dominic V.

In: Chirality, Vol. 14, No. 2-3, 2002, p. 258-263.

Research output: Contribution to journalArticle

Bieging, A, Liao, LX & Mcgrath, DV 2002, 'Hydrobenzoin-based rigid chiral polymer', Chirality, vol. 14, no. 2-3, pp. 258-263. https://doi.org/10.1002/chir.10070
Bieging, Anna ; Liao, Li Xin ; Mcgrath, Dominic V. / Hydrobenzoin-based rigid chiral polymer. In: Chirality. 2002 ; Vol. 14, No. 2-3. pp. 258-263.
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AB - 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.

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