Polythiophene-Encapsulated Bimetallic Au-Fe3O4 Nano-Hybrid Materials: A Potential Tandem Photocatalytic System for Nondirected C(sp2)-H Activation for the Synthesis of Quinoline Carboxylates

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Abstract

Hetero-oligophenylene derivative 3 appended with thiophene moieties has been designed and synthesized which undergoes aggregation to form J-type fluorescent aggregates in in H2O/THF (7/3) media. These aggregates served as reactors for the preparation of bimetallic Au-Fe3O4 NPs. During the reduction process, aggregates of derivative 3 were oxidized to the polythiophene species 4. Interestingly, the polythiophene species 4, having a fibrous morphology, served as a shape- and morphology-directed template for assembly of bimetallic Au-Fe3O4 NPs in a flower-like arrangement. Furthermore, polythiophene-encapsulated bimetallic 4:Au-Fe3O4 nanohybrid materials served as an efficient and recyclable catalytic system for C(sp2)-H bond activation of unprotected electron-rich anilines for the construction of synthetically versatile quinoline carboxylates via C-H activation, carbonylation, and subsequent annulation under mild and eco-friendly conditions (aqueous media, room temperature, visible-light irradiation, and aerial conditions).

Original languageEnglish
Pages (from-to)2007-2021
Number of pages15
JournalACS Catalysis
Volume7
Issue number3
DOIs
StatePublished - Mar 3 2017
Externally publishedYes

Funding

V.B. is grateful to the SERB, New Delhi, India (ref no. EMR/2014/000149), for financial support. We are also grateful to the UGC (New Delhi) for the University with Potential for Excellence (UPE) project.

Keywords

  • C(sp)-H activation
  • bimetallic Au-FeO nanoflower
  • hetero-oligophenylene
  • photocatalyst
  • polythiophene
  • quinoline carboxylates

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