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Hydrobenzoin‐based rigid chiral polymer
Author(s) -
Bieging Anna,
Liao LiXin,
McGrath Dominic V.
Publication year - 2002
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.10070
Subject(s) - chemistry , chirality (physics) , polymer , monomer , polymerization , enantioselective synthesis , polymer chemistry , yield (engineering) , dihydroxylation , organic chemistry , catalysis , thermodynamics , physics , chiral symmetry breaking , quantum mechanics , nambu–jona lasinio model , quark
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. Chirality 14:258–263, 2002. © 2002 Wiley‐Liss, Inc.
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