Synthesis of fluorescent oligo(P-phenyleneethynylene) (OPE3) via sonogashira reactions

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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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Flores-Jarillo, M., Ayala-Mata, F., Zepeda-Vallejo, G., Vázquez-García, R. Á., Ramos-Ortiz, G., Méndez-Rojas, M. Á., … Alvarez-Hernández, A. (2015). Synthesis of fluorescent oligo(P-phenyleneethynylene) (OPE3) via sonogashira reactions. Journal of the Mexican Chemical Society, 59(2), 151–160. https://doi.org/10.29356/jmcs.v59i2.29

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