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Synfacts 2025; 21(01): 67
DOI: 10.1055/a-2467-5125
Polymer-Supported Synthesis

Photoinduced Oxidation of Sulfides Using Donor–Acceptor Heterojunction Fiber-Like Micelles

Rezensent(en):
Yasuhiro Uozumi 
,
Aya Tazawa
Huang F, Ma J, Nie J, Xu B, Huang X *, Lu G, Winnik MA *, Feng C *. Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences and East China University of Science and Technology, Shanghai, P. R. China, and University of Toronto, Canada
A Versatile Strategy toward Donor−Acceptor Nanofibers with Tunable Length/Composition and Enhanced Photocatalytic Activity.

J. Am. Chem. Soc. 2024;
146: 25137-25150
DOI: 10.1021/jacs.4c08415
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Keywords

photocatalysis - π-conjugated polymers - oxidation - sulfides

Significance

A donor–acceptor–co-oligomer (BT-OPE7-BT-b-PNIPAM36 ) consisting of two benzothiadiazole units (BT), oligo(p-phenylene ethynylene)heptamer (OPE7 ), and poly(N-isopropylacrylamide (PNIPAM) was synthesized according to equation 1. It formed fiber-like micelles (DA-FLM) by π–π charge-transfer interactions in ethanol-d 6 which then catalyzed the oxidation of sulfides to sulfones under Xe lamp (λ = 420–780 nm) irradiation (eq 2).


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Comment

The characterization of BT-OPE7-BT-b-PNIPAM36 and the formation of DA-FLM were performed by means of TEM, AFM, UV/vis, FL, XRD, DSX, and EPR analyses. DA-FLM also promoted the oxidation of benzylamine under similar reaction conditions to afford the corresponding N-benzylidenebenzylamine in > 99 % NMR yield (eq 3).


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Publikationsverlauf

Artikel online veröffentlicht:
20. Dezember 2024

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