Premium
De novo Design of Organic Photocatalysts: Bithiophene Derivatives for the Visible‐light Induced C−H Functionalization of Heteroarenes
Author(s) -
Bottecchia Cecilia,
Martín Raúl,
Abdiaj Irini,
Crovini Ettore,
Alcazar Jesús,
Orduna Jesús,
Blesa María Jesús,
Carrillo José R.,
Prieto Pilar,
Noël Timothy
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801571
Subject(s) - chemistry , surface modification , photocatalysis , photoredox catalysis , catalysis , microreactor , visible spectrum , organic synthesis , absorption (acoustics) , combinatorial chemistry , photochemistry , redox , flow chemistry , organic chemistry , materials science , optoelectronics , composite material
Herein, we report the de novo synthesis and characterization of a series of substituted bithiophene derivatives as novel and inexpensive organic photocatalysts. DFT calculations were used to predict a priori their absorption spectra and redox potentials, which were then confirmed with empirical data. The photocatalytic activity of this novel class of organic photoredox catalyst was demonstrated in two visible‐light mediated strategies for the C−H functionalization of heteroarenes. The implementation of these strategies in a continuous‐flow photo‐microreactor afforded moderate to excellent yields within few minutes of reaction time. Due to their straightforward synthesis, low cost and good photocatalytic properties we believe that the proposed bithiophene derivatives could be employed as a new class of organic photoredox catalysts.