Synthesis of Fluorescent oligo(p-phenyleneethynylene) (OPE3)via Sonogashira Reactions
Suárez Castillo, Oscar Rodolfo
2015
Mariana Flores-Jarillo, Francisco Ayala-Mata, Gerardo Zepeda-Vallejo, Rosa Ángeles Vázquez-García, Gabriel Ramos-Ortiz, Miguel Ángel Méndez-Rojas, Oscar Rodolfo Suárez-Castillo, and AlejandroAlvarez-Hernández, Synthesis of Fluorescent oligo(p-phenyleneethynylene) (OPE3)via Sonogashira Reactions, J. Mex. Chem. Soc. 2015, 59(2), 151-160.
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.
Artículos relacionados
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2
Trapping enols of esters and lactones with diazomethane
First Total Synthesis of ()-Flustraminol B
Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase