4.4 Article

Calcium carbide as a cost-effective starting material for symmetrical diarylethynes via Pd-catalyzed coupling reaction

Journal

TETRAHEDRON
Volume 67, Issue 42, Pages 8177-8182

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.08.042

Keywords

Calcium carbide; Diarylethyne; Sonogashira reaction; Phenyleneethynylene; Palladium coupling reaction

Funding

  1. Thailand Research Fund [TRF-RSA5480004]
  2. National Nanotechnology Center (NANOTEC), NSTDA [NN-B-22-FN9-10-52-06]
  3. Thai Government [TKK2555]
  4. Asahi Glass Foundation
  5. National Research University of CHE [AM1006A]

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A convenient and cost-effective synthetic method for symmetrical diarylethynes from inexpensive calcium carbide and aryl iodide has been developed. The reaction not only proceeds with high yield and selectivity but also tolerates a wide range of functional groups. Application of this reaction has enabled the synthesis of highly functionalized oligo (phenyleneethynylenes) to be accomplished. (C) 2 011 Elsevier Ltd. All rights reserved.

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