![N-[2-(2-Pyridinyl)ethyl]-1-propanamine structure](https://static.chemtradehub.com/structs/554/55496-57-6-22b4.webp "N-[2-(2-Pyridinyl)ethyl]-1-propanamine structure")
Improved enantioselectivity in thiol–ene photopolymerization of sulphur-containing polymers with circularly polarized luminescence
Literature Information
Publication Date
2021-03-31
DOI
10.1039/D1PY00082A
Impact Factor
5.582
Authors
Chen-Lu He, Zeyu Feng, Yan Li, Manman Zhou, Liyang Zhao, Sizhen Shan, Mengqiao Wang, Xin Chen, Xi-Sheng Wang, Gang Zou
View Original
Abstract
Circularly polarized light (CPL)-triggered enantioselective thiol–ene reactions, which combine absolute asymmetric synthesis with click reactions, enable facile synthesis of optically active poly(thioether) directly from a racemic monomer. However, the enantioselectivity is low and the challenge of producing highly asymmetrical poly(thioether) with distinct circularly polarized luminescence has not been met to date. Herein, we show that the poor enantioselectivity can be largely attributed to the inevitable racemization of thiyl radicals during the growth cycle, and more importantly, it can be remedied by addition of achiral hydrogen atom donors (HAD). The enhancement in enantioselectivity of CPL-triggered thiol–ene reactions can be experimentally controlled by varying the reaction kinetics without introducing any chiral inducer other than CPL. A maximum excess of enantiomeric units (∼20%) in the final polymer chains could be obtained, and so-formed optically active poly(thioether) exhibited not only clusterization-triggered emission (CTE), but also fascinating circularly polarized luminescence for the first time.
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Source Journal
Polymer Chemistry
CiteScore:
8.6
Self-citation Rate:
7.3%
Articles per Year:
457
Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.
Recommended Compounds
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8-Bromo-6-fluoro[1,2,4]triazolo[1,5-a]pyridin-2-amine
CAS Number:
1257705-51-3
Molecular Formula:
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4-(Bromomethyl)-1-cyclohexyl-2-(trifluoromethyl)benzene
CAS Number:
800381-60-6
Molecular Formula:
C14H16BrF3
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Ethyl 4-[8-chloro(5,5,6,6,7-~2~H_5_)-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene]-1-piperidinecarboxylate
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1020719-57-6
Molecular Formula:
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