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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
An unusual zig-zag 2D copper(I) coordination polymer as an outstanding catalyst for azide-alkyne "click" chemistry at
Mehmet B Bilgic1, Azra Kocaarslan1, Kerem Kaya1,2
1Department of Chemistry, Istanbul Technical University, Maslak, Istanbul, TR-34469, Turkey. kkaya@itu.edu.tr.
Abstract:
A straightforward method for the synthesis of a two-dimensional (2D) new copper(I) coordination polymer, namely Cu(bzpdc), containing the ligand benzophenone 4,4'-dicarboxylate, and its effective use as catalyst for the azide-alkyne click chemistry at room temperature is reported. Zig-zag formation caused by cuprophilic interactions resulted in an unprecedented crystal structure with a very high copper content (45.5% by weight). The catalyst was stable up until 300 °C and tolerant to various solvents, including water. Cu(bzpdc) showed excellent catalytic activity for click reactions of several organic azides and alkynes having different functional groups at room temperature and is comparable to its homogenous analogues. The recyclability of Cu(bzpdc) was also tested and proven to be effective.
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