4.4 Article

Copper(II) thioxanthone carboxylate as a photoswitchable photocatalyst for photoinduced click chemistry

Journal

TETRAHEDRON LETTERS
Volume 56, Issue 46, Pages 6440-6443

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.09.155

Keywords

Copper(II); Thioxanthone carboxylate; Photoinduced click chemistry; Cycloaddition

Funding

  1. Istanbul Technical University Research Fund

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A new efficient copper photocatalyst to photochemically induce the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction without the need for additional ligands is reported. The thioxanthone carboxylate moiety was combined with copper(II) ions by a simple ion exchange reaction to form a copper (II) thioxanthone carboxylate photocatalyst. In the catalytic process, intramolecular photoinduced electron transfer was stimulated to reduce copper(II) ions giving rise to a copper(I) species capable of catalyzing the CuAAC reaction. Temporal control over the click reaction was demonstrated by intermittent light on/off experiments. (C) 2015 Elsevier Ltd. All rights reserved.

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