Synthesis of Fluorescent oligo(p-phenyleneethynylene) (OPE3) via Sonogashira Reactions

Alejandro Alvarez-Hernández

doi:10.29356/jmcs.v59i2.29

Synthesis of Fluorescent oligo(p-phenyleneethynylene) (OPE3) via Sonogashira Reactions

Authors

Alejandro Alvarez-Hernández Área Académica de Química, Universidad Autónoma del Estado de Hidalgo, Carr. Pachuca Tulancingo Km 4.5, Pachuca, Hidalgo 42184, México

DOI:

https://doi.org/10.29356/jmcs.v59i2.29

Keywords:

Sonogashira coupling, oligo(p-phenyleneethynylene)s, OPE3, fluorescence

Abstract

Sonogashira reactions of 4-(2,5-diiodobenzoyl)morpholine and 4-(5-bromo-2-iodobenzoyl)morpholine with arylacetylenes catalyzed by Pd2(dba)3 in DMSO allowed preparation of fluorescent oligo( p-phenyleneethynylene)s (OPE3) with fluorescence quantum yields up to 0.87. DMSO proved to be very efficient for this double Sonogashira coupling in which other solvents failed.

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