ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 9976 - 10004
Published: May 29, 2025
Language: Английский
Chemical Reviews, Journal Year: 2023, Volume and Issue: 123(8), P. 4237 - 4352
Published: Jan. 24, 2023
The emergence of modern photocatalysis, characterized by mildness and selectivity, has significantly spurred innovative late-stage C–H functionalization approaches that make use low energy photons as a controllable source. Compared to traditional strategies, photocatalysis paves the way toward complementary and/or previously unattainable regio- chemoselectivities. Merging compelling benefits with workflow offers potentially unmatched arsenal tackle drug development campaigns beyond. This Review highlights photocatalytic strategies small-molecule drugs, agrochemicals, natural products, classified according targeted bond newly formed one. Emphasis is devoted identifying, describing, comparing main mechanistic scenarios. draws critical comparison between established ionic chemistry photocatalyzed radical-based manifolds. aims establish current state-of-the-art illustrate key unsolved challenges be addressed in future. authors aim introduce general readership functionalization, specialist practitioners evaluation methodologies, potential for improvement, future uncharted directions.
Language: Английский
Citations
336
ChemCatChem, Journal Year: 2022, Volume and Issue: 14(19)
Published: Aug. 11, 2022
Abstract Despite the rich photochemistry of 3d‐metal complexes, utilization excited‐state reactivity these compounds in organic synthesis has been historically overlooked. The advent photoredox catalysis changed perception synthetic chemists towards photochemistry, and nowadays potential photoinduced, outer‐sphere single‐electron transfer events is widely recognized. More recently, an emerging new mode photoactivation taken spotlight, based on inner‐sphere triggered by population ligand‐to‐metal charge‐transfer (LMCT) excited states. Contrarily to photoredox, LMCT‐activation does not rely matching redox potentials, offers unique profiles particularly well suited Earth‐abundant metal complexes. Those appealing features are propelling development methods using this blueprint generate highly reactive open‐shell species under mild conditions. aim contribution provide a didactical tool for comprehension concept facilitate methodologies achieve sustainable chemical transformations.
Language: Английский
Citations
232
Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(19), P. 10480 - 10485
Published: May 8, 2023
We establish a synthetically convenient method to degrade polyacrylate homopolymers. Carboxylic acids are installed along the polymer backbone by partial hydrolysis of ester side chains, and then, in one-pot sequential procedure, carboxylic converted into alkenes oxidatively cleaved. This process enables robustness properties polyacrylates be maintained during their usable lifetime. The ability tune degree degradation was demonstrated varying acid content polymers. is compatible with wide range polymers prepared from vinyl monomers through copolymerization acrylic different including acrylates, acrylamides, styrenics.
Language: Английский
Citations
52
Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(7), P. 4375 - 4379
Published: Feb. 1, 2024
We demonstrate hydrohalogenation of aliphatic alkenes with collidine·HX salts through dual photoredox/cobalt catalysis. The catalysis enables conversion a proton and halide anion from salt to nucleophilic hydrogen radical equivalent an electrophilic halogen delivery them alkene moiety. This protocol allows for introduction fluorine, chlorine, bromine, or iodine atom alkene, producing highly functionalized alkyl halides.
Language: Английский
Citations
26
JACS Au, Journal Year: 2024, Volume and Issue: 4(8), P. 2746 - 2766
Published: Aug. 8, 2024
Photocatalysis is a versatile and rapidly developing field with applications spanning artificial photosynthesis, photo-biocatalysis, photoredox catalysis in solution or supramolecular structures, utilization of abundant metals organocatalysts, sustainable synthesis, plastic degradation. In this Perspective, we summarize conclusions from an interdisciplinary workshop young principal investigators held at the Lorentz Center Leiden March 2023. We explore how diverse fields within photocatalysis can benefit one another. delve into intricate interplay between these subdisciplines, by highlighting unique challenges opportunities presented each multidisciplinary approach drive innovation lead to solutions for future. Advanced collaboration knowledge exchange across domains further enhance potential photocatalysis. Artificial photosynthesis has become promising technology solar fuel generation, instance, via water splitting CO
Language: Английский
Citations
22
Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(19)
Published: Feb. 28, 2024
Abstract We report a general, intramolecular cycloisomerization of unactivated olefins with pendant nucleophiles. The reaction proceeds under mild conditions and tolerates ethers, esters, protected amines, acetals, pyrazoles, carbamates, arenes. It is amenable to N ‐, O as well C ‐nucleophiles, yielding number different heterocycles including, but not limited to, pyrrolidines, piperidines, oxazolidinones, lactones. Use both benzothiazinoquinoxaline organophotocatalyst Co‐salen catalyst obviates the need for stoichiometric oxidant or reductant. showcase utility protocol in late‐stage drug diversification synthesis several small natural products.
Language: Английский
Citations
19
Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(50), P. 23001 - 23009
Published: Dec. 8, 2022
A new regio- and stereoselective reductive coupling of alkynes crotononitrile has been developed via visible light organophotoredox cobalt dual catalysis. variety enantioenriched homoallylic nitriles bearing a stereodefined trisubstituted alkene have easily synthesized with good to excellent (up >20:1 rr), stereo- (>20:1 E/Z), enantioselectivity 98% ee) control under mild conditions. The corresponding nitrile products were smoothly converted into various chiral building blocks. Remarkably, simple organic base together water utilized as hydrogen sources in this photoinduced reaction.
Language: Английский
Citations
41
Chemical Communications, Journal Year: 2024, Volume and Issue: 60(50), P. 6340 - 6361
Published: Jan. 1, 2024
In this review, the state-of-the-art advances in radical-involved C(sp 3 )–N bond formation via metallaphotoredox catalysis have been highlighted, which are organized according to different catalytic modes, reaction types, and substrate classes.
Language: Английский
Citations
14
Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(33)
Published: May 22, 2024
Abstract Drawing inspiration from nature has long been a cornerstone of chemical innovation, with natural systems offering wealth untapped potential for discovery. In this minireview, we delve into the burgeoning field cobaloxime catalysis in organic synthesis, which mimics catalytic activity organometallic alkylcobalamine enzymes. Our focus lies on elucidating latest advancements area, as well delineating primary mechanistic pathways at play. By describing, and comparing these mechanisms, provide comprehensive overview current state‐of‐the‐art, while also shedding light key unresolved challenges that await further exploration.
Language: Английский
Citations
13
Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 62(3)
Published: Nov. 17, 2022
Abstract Due to its mild reaction conditions and unique chemoselectivity, hydrogen atom transfer (HAT) hydrogenation represents an indispensable method for the synthesis of complex molecules. Its analog using deuterium, deuterium (DAT) deuteration, is expected enable access deuterium‐labeled compounds. However, DAT deuteration has been scarcely studied synthetic purposes, a that possesses favorable characteristics HAT hydrogenations remained elusive. Herein, we report protocol photocatalytic electron‐deficient alkenes. In contrast previous this tolerates variety synthetically useful functional groups including haloarenes. The late‐stage also allows deuterated amino acids as well donepezil‐ d 2 . Thus, work demonstrates potential chemistry become alternative choice preparing deuterium‐containing
Language: Английский
Citations
39