Metal-free photoredox catalysts built upon a pyrene core were developed for carbon-carbon bond-forming reactions. Among these catalysts, a pyrene derivative containing a urea moiety effectively facilitated the reductive coupling of aromatic carbonyl and imine compounds under blue LED irradiation. This process provided the corresponding vicinal diols and diamines in good yields.
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http://dx.doi.org/10.1021/acs.orglett.4c02845 | DOI Listing |
JACS Au
December 2024
Department of Chemistry, University of Connecticut, Storrs, Connecticut 06269-3060, United States.
Red-light absorbing photoredox catalysts offer potential advantages for large-scale reactions, expanding the range of usable substrates and facilitating bio-orthogonal applications. While many red-light absorbing/emitting fluorophores have been developed recently, functional red-light absorbing photoredox catalysts are scarce. Many photoredox catalysts rely on long-lived triplet excited states (triplets), which can efficiently engage in single electron transfer (SET) reactions with substrates.
View Article and Find Full Text PDFChem Catal
November 2024
Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, United States.
The use of visible light to drive chemical transformations has a history spanning over a century. However, the development of photo-redox catalysts to efficiently harness light energy is a more recent advancement, evolving over the past two decades. While ruthenium and iridium-based photocatalysts dominate due to their photostability, long excited-state lifetimes, and high redox potentials, concerns about sustainability and cost have shifted attention to first-row transition metals.
View Article and Find Full Text PDFSmall
December 2024
Biomaterials and Sensors Laboratory, Department of Physics, Ch. Charan Singh University, Meerut, Uttar Pradesh, 250004, India.
Z-scheme CeO-TiO@CNT (CTC) heterojunction is fabricated using hydrothermal method and evaluated for removing mixed pollutants (MIX-P) from ciprofloxacin (CPF) and textile contaminations. CTC demonstrated ≈99% removal efficiency against MIX-P under solar irradiation of ≈10 lumens. High removal efficiency of CTC is attributed to reduced bandgap (E), 2.
View Article and Find Full Text PDFChem Sci
December 2024
Department of Chemistry, University of Bayreuth Universitätsstraße 30 95447 Bayreuth Germany
The direct functionalization of C-H bonds has revolutionized the field of synthetic organic chemistry by enabling efficient and atom-economical modification of arenes by avoiding prefunctionalization. However, the inherent challenges of inertness and regioselectivity in different C-H bonds, particularly for distal positions, necessitate innovative approaches. In this aspect, photoredox catalysis by utilizing both transition metal and organic photocatalysts has emerged as a powerful tool for addressing these challenges under mild reaction conditions.
View Article and Find Full Text PDFJ Org Chem
December 2024
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Using amines in catalytic transfer hydrogenation (TH) is challenging, despite their potential availability as a hydrogen source. Here, we describe a photoredox/nickel-catalyzed TH of alkyne through an intermediary aminoalkyl Ni species. This reaction successfully provided functionalized ()-alkenes, such as (homo)allyl ethers, alcohols, and amides (/ = up to >99:1), and the reaction thus bypasses a limitation of substrate scope in TH using amine and a Lindlar catalyst.
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