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Pd/Halloysite as a Novel, Efficient and Reusable Heterogeneous Nanocatalyst for the Synthesis of p ‐Phenylenevinylene Oligomers
Author(s) -
Molano William A.,
Cárdenas Juan C.,
Sierra Cesar A.,
Carriazo Jose G.,
OchoaPuentes Cristian
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800344
Subject(s) - catalysis , styrene , halloysite , heck reaction , yield (engineering) , divinylbenzene , materials science , solvent , phenylene , palladium , polymer chemistry , molecule , combinatorial chemistry , chemistry , organic chemistry , copolymer , polymer , composite material , metallurgy
The potential applications of poly( p ‐phenylene vinylene) derivatives and its oligomers in organic electronics have attracted great interest in recent years. In this study, a novel palladium supported on halloysite heterogeneous catalyst (Pd/HNTs) was prepared, characterized and its catalytic activity for obtaining p ‐phenylenevinylene oligomers was investigated in the Heck coupling of styrene and 2,5‐diiodo‐1,4‐dimethoxybenzene using conventional and environmentally benign solvents. Thus, in the presence of 0.75 mol% catalyst, the product was obtained in 76% yield using ethanol as solvent. To evaluate the versatility of the Pd/HNTs catalyst, the synthesis of a series of p ‐phenylenevinylene oligomers and divinylbenzene derivatives was performed obtaining yields between 58 and 93%. In addition, the catalyst could be recovered and reused for four reaction cycles without significant loss of its catalytic activity. Finally, the photophysical characterization of the synthesized molecules was performed.