Water based surfactant-assisted synthesis of thienylpyridines and thienylbipyridine intermediates

Published on Feb 1, 2017in Dyes and Pigments4.889
· DOI :10.1016/J.DYEPIG.2016.10.031
Pierluigi Quagliotto28
Estimated H-index: 28
(UNITO: University of Turin),
Nadia Barbero25
Estimated H-index: 25
(UNITO: University of Turin)
+ 4 AuthorsGuido Viscardi34
Estimated H-index: 34
(UNITO: University of Turin)
Abstract The connection between heterocyclic systems by forming new C C bond is a relevant topic for the easy preparation of intermediates and functional dyes for technological applications. Several methods were developed in the last decades and the urge for sustainable synthetic chemical methods pushed us to prepare thienylpyridines and two thienylbipyridine ligands by the Suzuki reaction in aqueous CTAB micellar medium and in presence of a Pd catalyst. These intermediates can be found as component of dyes and functional thiophene monomers. Reaction conditions were optimized under both thermal and microwave (MW) activation obtaining good yields (70–93%) using Pd(PPh3)4 as catalyst. Two thienylbipyridine ligands were prepared and the transformation of one of them into a terthiophene-based bipyridine ligand was easily obtained by almost green methods and with very good yield. This clean and sustainable method can be proposed as a green step to obtain intermediates and final dyes for technological applications, such as CO2 reduction, in gram-multigram scale.
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