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Synlett 2013; 24(12): 1563-1567
DOI: 10.1055/s-0033-1339189
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Poly(phenylenebutadiynylenes) Using the Decarboxylative Coupling of Propiolic Acid and Aryl Iodides

Tereza Vokatá
a   Department of Chemistry and Biochemistry, Florida International University, Miami, FL 33199, USA   Fax: +1(305)3483772   Email: jmoon@fiu.edu
,
Manian Rajesh Kumar
a   Department of Chemistry and Biochemistry, Florida International University, Miami, FL 33199, USA   Fax: +1(305)3483772   Email: jmoon@fiu.edu
b   Department of Chemistry, Chonnam National University, Gwangju, 500-757, Republic of Korea   Fax: +82(62)5303389   Email: sunwoo@chonnam.ac.kr
,
Kyungho Park
b   Department of Chemistry, Chonnam National University, Gwangju, 500-757, Republic of Korea   Fax: +82(62)5303389   Email: sunwoo@chonnam.ac.kr
,
Joong Ho Moon*
a   Department of Chemistry and Biochemistry, Florida International University, Miami, FL 33199, USA   Fax: +1(305)3483772   Email: jmoon@fiu.edu
,
Sunwoo Lee*
b   Department of Chemistry, Chonnam National University, Gwangju, 500-757, Republic of Korea   Fax: +82(62)5303389   Email: sunwoo@chonnam.ac.kr
› Author Affiliations
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Publication History

Received: 10 April 2013

Accepted after revision: 14 May 2013

Publication Date:
17 June 2013 (online)

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Abstract

Conjugated random copolymers containing phenylene­butadiynylenes and phenyleneethynylenes were synthesized from the palladium- and copper-catalyzed decarboxylative coupling reaction of propiolic acid with aryl iodides. This one-step synthetic approach provides a facile route to conjugated polymers whose synthesis typically requires a multistep conversion of the starting diiodoarenes into diacetylenes prior to polymerization.

Key words

decarboxylative coupling - poly(p-phenyleneethynylene) - poly(p-phenylenebutadiynylene) - propiolic acid - palladium

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