Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 37, Pages 8537-8540Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob01828j
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Funding
- Japan Society for the Promotion of Science (JSPS) KAKENHI [17K05875, 18H05209]
- Shorai Foundation for Science and Technology
- Grants-in-Aid for Scientific Research [17K05875] Funding Source: KAKEN
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Catalytically active chiral pi-conjugated polymers (poly-1(NO)(r)) bearing pyridine N-oxide pendants were synthesized by ternary copolymerization of a d-glucose-bound diethynyl compound with two types of thieno[3,4-b]thiophene comonomer, one of which contained a pyridine N-oxide group. When the pyridine N-oxide content in the copolymer was 10 mol% (poly-1(NO)(0.10)), the polymer backbone formed a one-handed helical structure in acetonitrile. Pyridine N-oxide pendants arranged inside the helical cavity of poly-1(NO)(0.10) exhibited catalytic activity for the asymmetric allylation of benzaldehydes, producing the corresponding allyl alcohols with up to 43% ee.
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