Visible‐Light‐Enabled Dual‐Catalysis Approach to Stereoselective [2 + 2] Cycloaddition of Erlenmeyer‐Plöchl Azlactones DOI

Isabella F. S. Marra,

Larissa P. Silva,

Pedro P. de Castro

et al.

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 13(11)

Published: Aug. 16, 2024

Abstract Visible‐light‐driven dual catalysis was employed to stereoselectively produce densely substituted cyclobutanes from Erlenmeyer‐Plöchl azlactones. The single‐step preparation of non‐natural amino acid dimers containing the cyclobutane moiety achieved through a synergy between iridium photocatalysis and catalytic nickel(II) triflate as Lewis acid. desired 1,2‐( zeta )‐ Z , E ‐isomers were isolated in good yields with high regio‐ diastereoselectivity (in all cases, >19 : 1 d.r.). To best our knowledge, this is first report direct access truxinic analogues using Control experiments, EPR reaction monitoring, DFT calculations suggest that presence acid, combined use powerful blue LEDs, plays crucial role reactivity reaction.

Language: Английский

Mechanisms of Photoredox Catalysis Featuring Nickel–Bipyridine Complexes DOI Creative Commons
David A. Cagan, Daniel Bím, Nathanael P. Kazmierczak

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(11), P. 9055 - 9076

Published: May 29, 2024

Metallaphotoredox catalysis can unlock useful pathways for transforming organic reactants into desirable products, largely due to the conversion of photon energy chemical potential drive redox and bond transformation processes. Despite importance these processes cross-coupling reactions other transformations, their mechanistic details are only superficially understood. In this review, we have provided a detailed summary various photoredox mechanisms that been proposed date Ni-bipyridine (bpy) complexes, focusing separately on photosensitized direct excitation reaction By highlighting multiple key findings, depict how mechanisms, which ultimately define substrate scope, themselves defined by ground- excited-state geometric electronic structures Ni-based intermediates. We further identify knowledge gaps motivate future studies development synergistic research approaches spanning physical, organic, inorganic chemistry communities.

Language: Английский

Citations

19

Self-condensed organometallo Ir(III) ionosilica for sustainable visible-light promoted electron-transfer photocatalysis DOI
Mónica Martínez-Aguirre,

Janira Herce,

Elena Serrano

et al.

Journal of Catalysis, Journal Year: 2025, Volume and Issue: 443, P. 115946 - 115946

Published: Jan. 8, 2025

Language: Английский

Citations

1

Organic Donor–Acceptor Thermally Activated Delayed Fluorescence Photocatalysts in the Photoinduced Dehalogenation of Aryl Halides DOI Creative Commons

Megan Amy Bryden,

Ettore Crovini,

Thomas Comerford

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(24)

Published: April 11, 2024

We report a family of donor-acceptor thermally activated delayed fluorescent (TADF) compounds based on derivatives DMAC-TRZ, that are strongly photoreducing. Both E

Language: Английский

Citations

4

Visible light-induced chemoselective 1,2-diheteroarylation of alkenes DOI Creative Commons

Shiyu Guo,

Yi-Peng Liu, Jingsong Huang

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: July 19, 2024

Abstract Visible-light photocatalysis has evolved as a powerful technique to enable controllable radical reactions. Exploring unique photocatalytic mode for obtaining new chemoselectivity and product diversity is of great significance. Herein, we present photo-induced chemoselective 1,2-diheteroarylation unactivated alkenes utilizing halopyridines quinolines. The ring-fused azaarenes serve not only substrate, but also potential precursors halogen-atom abstraction pyridyl generation in this photocatalysis. As complement metal catalysis, process with mild redox neutral conditions assembles two different heteroaryl groups into regioselectively contribute broad substrates scope. obtained products containing aza-arene units permit various further diversifications, demonstrating the synthetic utility protocol. We anticipate that protocol will trigger advancement alkyl/aryl halides activation.

Language: Английский

Citations

4

Intracellular Photocatalytic NADH/NAD(P)H Oxidation for Cancer Drug Development DOI
Ashish Yadav, Samya Banerjee,

Arif Ali Mandal

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: 147(9), P. 7161 - 7181

Published: Feb. 20, 2025

Photocatalytic cancer therapy (PCT) has emerged as a cutting-edge anticancer mechanism of action, harnessing light energy to mediate the catalytic oxidation intracellular substrates. PCT is significant current importance due its potential address limitations conventional chemotherapy, particularly drug resistance and side effects. This approach offers noninvasive, targeted treatment option by utilizing metal-based photocatalysts induce redox metabolic disorders within cells. The disrupt cell metabolism converting NADH/NAD(P)H NAD+/NAD(P)+ via photoredox processes, altering NAD+/NADH or NAD(P)+/NAD(P)H ratios, which are crucial for cellular metabolism. Ir(III), Ru(II), Re(I), Os(II) demonstrated promising efficacy. Despite these developments, gaps remain in literature translating this new into clinical trials. Perspective critically examines developments research area provides future directions designing efficient PCT.

Language: Английский

Citations

0

Solvent Effect on the Behavior of Single Eosin Y Photoredox Catalyst DOI Creative Commons

Wenqiao Zhou,

Kai Gu, Frank Schultz

et al.

Chemical & Biomedical Imaging, Journal Year: 2025, Volume and Issue: unknown

Published: April 7, 2025

Language: Английский

Citations

0

Sol-Gel Heterogeneization of an Ir(III) Complex for Sustainable Visible-Light Redox Photocatalysis DOI Creative Commons

Janira Herce,

Mónica Martínez-Aguirre,

Javier Gómez-Benito

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(8), P. 1680 - 1680

Published: April 9, 2025

Photocatalysis is a key strategy for the development of sustainable solar-driven chemical processes. In this work, we report synthesis and characterization novel organometallo–ionosilica material derived from self-condensation an alcoxysilane functionalized Ir(III) complex. acetonitrile suspension, retains photophysical properties its precursor in solution same solvent, together with significant absorption visible between 400 500 nm. As heterogeneous photocatalyst, showed high efficiency reductive dehalogenation 2-bromoacetophenone under blue light irradiation, achieving yields conversion about 90%, excellent recyclability seven catalytic cycles, retaining more than 70% efficiency. All these self-condensed highlight potential as efficient photocatalyst applications organic redox

Language: Английский

Citations

0

Building a photocatalyst library of MR-TADF compounds with tunable excited-state redox potentials DOI Creative Commons

Lea Hämmerling,

Eli Zysman‐Colman

Chem Catalysis, Journal Year: 2024, Volume and Issue: 4(8), P. 101061 - 101061

Published: July 17, 2024

Language: Английский

Citations

2

Understanding the Structural Modulations in Twisted Donor–Acceptor–Donor (D-A-D) Systems for Boosting Type I Photosensitizing Photocatalytic Activity DOI
S. Lokesh Kumar,

M. Kumar,

Himanshi Bhambri

et al.

ACS Applied Materials & Interfaces, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 27, 2024

Supramolecular assemblies based on the twisted donor-acceptor-donor (D-A-D) building block

Language: Английский

Citations

2

Building a Photocatalyst Library of MR-TADF Compounds with Tuneable Excited-State Redox Potentials DOI Creative Commons

Lea Hämmerling,

Eli Zysman‐Colman

Published: March 11, 2024

Epitomised by 4CzIPN, donor-acceptor (D-A) thermally activated delayed fluorescence (TADF) compounds based on the carbazoyl dicyanobenzene have now become widely used as they are sustainable photocatalyst alternatives to organometallic complexes owing their similar optoelectronic properties many of iridium-based photocatalysts. Multi-resonant TADF (MR-TADF) offer distinct advantages over D-A more intense low-energy absorption bands, offering faster reaction kinetics, and less sensitive polarity environment, mitigating undesired energy loss that typically accompanies CT excited states Here we report assessment strongly photoreducing boron- nitrogen-doped MR-TADF DABNA-1, tDABNA, CzBN DtBuCzB across a range benchmark photochemical reactions. The structural differences between each member this library photocatalysts enables modulation ground- excited-state redox potentials. These performed competitively compared literature-known Ph-PTZ fac-Ir(ppy)3.

Language: Английский

Citations

1