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Highly regioselective and sustainable solar click reaction: A new post-synthetic modified triazole organic polymer as a recyclable photocatalyst for regioselective azide-alkyne cycloaddition reaction

  • Dolly Yadav
  • , Nem Singh
  • , Tae Wu Kim
  • , Jae Young Kim
  • , No Joong Park
  • , Jin Ook Baeg

Research output: Contribution to journal › Article › peer-review

33 Citations (Scopus)

Abstract

The synthesis of pharmaceutically active 1,2,3-triazoles has been continuously scrutinized in the search for unique and effective catalysts to make the process efficient, green, and sustainable. Here, we are presenting a new visible light active Ni(ii) cyclam-integrated triazole-linked organic polymer (Ni-TLOP) photocatalyst for the synthesis of 1,2,3-triazole compounds with excellent efficiency and regioselectivity. The reaction was studied for a series of substrates and the absolute regioselectivity of a representative triazole product has also been confirmed by X-ray crystallography. The proficiency and chemical orthogonality of the Ni-TLOP are remarkable and it shows enhanced efficiency and regioselectivity. The use of a recyclable photocatalyst and non-hazardous reagents makes the catalytic system sustainable and environmentally friendly. This photocatalyzed click reaction technique has been successfully applied to the expedient synthesis of one of the most sold anti-epileptic drugs rufinamide.

Original languageEnglish
Pages (from-to)2677-2685
Number of pages9
JournalGreen Chemistry
Volume21
Issue number10
DOIs
Publication statusPublished - 2019

Bibliographical note

Publisher Copyright:
© 2019 The Royal Society of Chemistry.

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