Bi-Directional Synthesis of a Series of 2,5-Dodecanoxy-phenyleneethynylene Oligomers

ABSTRACT A family of rigid rod like 2,5-dodecanoxy-phenyleneethynylene oligomers having 3, 5, 7, and 9 repeating units was selectively synthesized by a bi-directional iterative divergent-convergent approach. Starting from a central 1,4-bis(dodecanoxy)-2,5-diiodobenzene monomer, only two repetitive r...

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Bibliographic Details
Published in:Synlett 2005-05, Vol.2005 (8), p.1259-1262
Main Authors: González-Rojano, Norma, Arias-Marín, Eduardo, Navarro-Rodríguez, Dámaso, Weidner, Steffen
Format: Article
Language:English
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Summary:ABSTRACT A family of rigid rod like 2,5-dodecanoxy-phenyleneethynylene oligomers having 3, 5, 7, and 9 repeating units was selectively synthesized by a bi-directional iterative divergent-convergent approach. Starting from a central 1,4-bis(dodecanoxy)-2,5-diiodobenzene monomer, only two repetitive reactions were involved with each cycle of oligomerization: a Pd/Cu cross-coupling with the bifunctional monomer 1-(3,3-diethyltriazene)-2,5-bis(dodecanoxy)-4-(ethynyl)benzene, generating oligomers with terminal triazene groups, followed by a further nucleophilic substitution with iodine.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2005-868474