Photoinduced Direct Carbamoylation of Ethers with Isocyanates towards synthesis of α- Amide Substituted Ether Derivatives DOI

Ming Qi,

Jing-Han Li,

Xiao‐Jie Lu

et al.

Synlett, Journal Year: 2024, Volume and Issue: 35(16), P. 1914 - 1918

Published: Feb. 20, 2024

Abstract Photoinduced carbamoylation of ethers using isocyanates as amide sources was accomplished under mild and environmentally friendly reaction conditions. A series were tolerated in this protocol to construct α-amide-substituted ether derivatives with desired yields. The method featured broad substrate scope good functional group tolerance, which could play an important role the construction biological molecules ethers.

Language: Английский

Ligand‐to‐Metal Charge Transfer (LMCT) Photochemistry at 3d‐Metal Complexes: An Emerging Tool for Sustainable Organic Synthesis DOI Creative Commons
Fabio Juliá

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

225

Iron Photoredox Catalysis–Past, Present, and Future DOI Creative Commons
Lisa H. M. de Groot, Aleksandra Ilic, Jesper Schwarz

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(17), P. 9369 - 9388

Published: April 20, 2023

Photoredox catalysis of organic reactions driven by iron has attracted substantial attention throughout recent years, due to potential environmental and economic benefits. In this Perspective, three major strategies were identified that have been employed date achieve reactivities comparable the successful noble metal photoredox catalysis: (1) Direct replacement a center in archetypal polypyridyl complexes, resulting metal-centered photofunctional state. (2) situ generation photoactive complexes substrate coordination where are via intramolecular electron transfer involving charge-transfer states, for example, through visible-light-induced homolysis. (3) Improving excited-state lifetimes redox potentials states new ligand design. We seek give an overview evaluation developments rapidly growing field and, at same time, provide outlook on future iron-based catalysis.

Language: Английский

Citations

119

Recent advances in FeCl3-photocatalyzed organic reactions via hydrogen-atom transfer DOI
Xiaoya Yuan, Congcong Wang, Bing Yu

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: 35(9), P. 109517 - 109517

Published: Jan. 21, 2024

Language: Английский

Citations

33

The great strides of iron photosensitizers for contemporary organic photoredox catalysis: On our way to the holy grail? DOI
Felix Glaser,

Akin Aydogan,

Benjamin Elias

et al.

Coordination Chemistry Reviews, Journal Year: 2023, Volume and Issue: 500, P. 215522 - 215522

Published: Nov. 9, 2023

Language: Английский

Citations

27

Visible-light induced direct C(sp3)–H functionalization: recent advances and future prospects DOI
Jia‐Lin Tu, Yining Zhu, Pengcheng Li

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(18), P. 5278 - 5305

Published: Jan. 1, 2024

This review summarizes the latest methodological advances in photocatalytic C(sp 3 )–H functionalization, with a particular emphasis on formation of C–P, C–B, C–S bonds, etc ., and some prominent efforts asymmetric C–H functionalization.

Language: Английский

Citations

15

Recent Advances in Visible‐Light‐Driven C−S Bond Formation DOI Creative Commons
Jiaxu Feng, Ying Zhang,

XiangDi Wang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(20), P. 3413 - 3431

Published: Sept. 12, 2023

Abstract Due their multifaced applications, the access to organosulfur derivatives in an efficient and economical way is a challenge organic synthesis. In this context photochemistry photocatalysis play crucial role development of innovative (and selective) Carbon‐Sulphur bond formation processes. The present review aims collect most recent strategies achieve target under visible light driven conditions.

Language: Английский

Citations

22

Unraveling the Prominent Existence of Trace Metals in Photocatalysis: Exploring Iron Impurity Effects DOI
Yahao Huang, Miao Wang, Wei Liu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(6), P. 4156 - 4164

Published: March 7, 2024

Metal impurities can complicate the identification of active catalyst species in transition metal catalysis and electrocatalysis, potentially leading to misleading findings. This study investigates influence on photocatalysis. Specifically, photocatalytic reaction inert alkanes using chlorides without use an external photocatalyst was studied, achieving successful C(sp

Language: Английский

Citations

8

C(sp<sup>3</sup>)‐H Functionalization Using Chlorine Radicals DOI
Masoud Sadeghi

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(13), P. 2898 - 2918

Published: May 18, 2024

Abstract Converting any desired C−H bond to the intended C−Z in a given organic molecule could be final peak of functionalization methodology. Among three types bonds, ubiquitous C( sp 3 )−H has gained particular attention, especially last two decades. There are different ways transform bonds into bonds. The use chlorine radicals is one these methods with promising future. literature review shows that sources have been used for chlorine, including chloride ions (HCl or salts), coordinated chlorides (transition metal complexes), and (organochlorine compounds). However, HCl FeCl most attention among sources. major convert from radicals: 1) oxidation hydrogen salts, 2) photolysis chloride, 3) transition insertion C−Cl This summarizes published research papers on functionalization. Therefore, chlorination reactions which do not play direct role cleavage within scope this review.

Language: Английский

Citations

8

Photoinduced Ligand-to-Metal Charge Transfer in Base-Metal Catalysis DOI

S M Treacy,

Tomislav Rovis

Synthesis, Journal Year: 2023, Volume and Issue: 56(13), P. 1967 - 1978

Published: Nov. 21, 2023

Abstract The absorption of light by photosensitizers has been shown to offer novel reactive pathways through electronic excited state intermediates, complementing ground-state mechanisms. Such strategies have applied in both photocatalysis and photoredox catalysis, driven generating intermediates from their long-lived states. One developing area is photoinduced ligand-to-metal charge transfer (LMCT) which coordination a ligand metal center subsequent excitation with results the formation radical reduced center. This mini review concerns foundations recent developments on transition-metal focusing organic transformations made possible this mechanism. 1 Introduction 2 Iron 3 Cobalt 4 Nickel 5 Copper 6 Future Outlook Conclusion

Language: Английский

Citations

12

Radical C(sp3)–S Coupling for the Synthesis of α-Amino Sulfides DOI

Shengzu Duan,

Yujin Zi,

Ya Du

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(20), P. 3687 - 3692

Published: May 12, 2023

A unique transition-metal-free radical thiolation of 2-azaallyl anions has been developed. Easily accessible thiosulfonates and 2-azaallyls undergo the tandem process single-electron transfer radical-radical coupling to construct C(sp3)-S bonds. This robust protocol enables a mild chemoselective between access α-amino sulfides in 50-92% yields (25 examples). The scalability this was demonstrated by telescopic gram-scale experiments. Mechanistic studies provide significant evidence for reaction.

Language: Английский

Citations

11