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

S M Treacy,

Tomislav Rovis

Synthesis, Год журнала: 2023, Номер 56(13), С. 1967 - 1978

Опубликована: Ноя. 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

Язык: Английский

Photocatalytic, modular difunctionalization of alkenes enabled by ligand-to-metal charge transfer and radical ligand transfer DOI Creative Commons

Kang‐Jie Bian,

David Nemoto, Xiaowei Chen

и другие.

Chemical Science, Год журнала: 2023, Номер 15(1), С. 124 - 133

Опубликована: Ноя. 24, 2023

Simple iron salts are able to photocatalyze the diazidation, dichlorination, and fluorochlorination of alkenes via merger ligand-to-metal charge transfer (LMCT) either radical ligand (RLT) or fluorine atom (FAT).

Язык: Английский

Процитировано

27

Strategies and Mechanisms of First-Row Transition Metal-Regulated Radical C–H Functionalization DOI
Xinghua Wang,

J. P. He,

Yanan Wang

и другие.

Chemical Reviews, Год журнала: 2024, Номер 124(17), С. 10192 - 10280

Опубликована: Авг. 8, 2024

Radical C–H functionalization represents a useful means of streamlining synthetic routes by avoiding substrate preactivation and allowing access to target molecules in fewer steps. The first-row transition metals (Ti, V, Cr, Mn, Fe, Co, Ni, Cu) are Earth-abundant can be employed regulate radical functionalization. use such is desirable because the diverse interaction modes between metal complexes species including addition center, ligand complexes, substitution single-electron transfer radicals hydrogen atom noncovalent complexes. Such interactions could improve reactivity, diversity, selectivity transformations allow for more challenging reactions. This review examines achievements this promising area over past decade, with focus on state-of-the-art while also discussing existing limitations enormous potential high-value regulated these metals. aim provide reader detailed account strategies mechanisms associated

Язык: Английский

Процитировано

16

Decarboxylative halogenation of aliphatic carboxylic acids catalyzed by iron salts under visible light DOI
Jiahui Qian, Yu Zhang, Weining Zhao

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(20), С. 2764 - 2767

Опубликована: Янв. 1, 2024

A general method of visible light-induced decarboxylative halogenation aliphatic carboxylic acids catalyzed by iron is developed.

Язык: Английский

Процитировано

14

Mild Amide Synthesis Using Nitrobenzene under Neutral Conditions DOI

Ni Xiong,

Yuanqi Dong,

Bin Xu

и другие.

Organic Letters, Год журнала: 2022, Номер 24(26), С. 4766 - 4771

Опубликована: Июнь 27, 2022

Amide synthesis is one of the most important transformations in organic chemistry due to broad application pharmaceutical drugs and materials. In this report, we describe a mild protocol for amide formation using readily available nitroarenes as nitrogen sources an inexpensive iron complex catalyst. Because use pH-neutral conditions avoidance strong oxidant or reductant, wide range aromatic aliphatic aldehydes well with various functional groups could be tolerated well. A plausible mechanism proposed based on detailed studies, which catalyst initiates radical process solvent plays key role O-atom acceptor.

Язык: Английский

Процитировано

37

Photoinduced iron-catalyzed C–H alkylation of polyolefins DOI Creative Commons
Zongnan Zhang, Yanfeng Zhang, Rong Zeng

и другие.

Chemical Science, Год журнала: 2023, Номер 14(35), С. 9374 - 9379

Опубликована: Янв. 1, 2023

Chemically introducing diverse polar groups into polyolefins via carbon-hydrogen bond alkylation with olefins is of substantial value in the synthesis next-generation lightweight thermoplastics, which still underdeveloped. In this work, we report a new approach for efficient commodity using photoinduced iron catalysis. Various could be functionalized broad scope. Polar incorporated single step. The controllable multi-polar functional achieved by designed module-assembled process. Remarkably, even low levels functionalization upcycle polyolefin materials to exhibit unusual physical properties, such as enhancement transparencies, strains, stresses at break materials, and hydrophilicity.

Язык: Английский

Процитировано

23

Minisci reaction of heteroarenes and unactivated C(sp3)–H alkanes via a photogenerated chlorine radical DOI Open Access

Zi-Tong Pan,

Li-Miao Shen,

Fentahun Wondu Dagnaw

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(12), С. 1637 - 1640

Опубликована: Янв. 1, 2023

Minisci reaction of heteroarenes and unactivated C(sp 3 )–H alkanes via a photogenerated chlorine radical from FeCl seawater.

Язык: Английский

Процитировано

21

Remote C(sp3)–H heteroarylation of N-fluorocarboxamides with quinoxalin-2(1H)-ones under visible-light-induced photocatalyst-free conditions DOI

Liangming Xuan,

Ruyang Du,

Panpan Lei

и другие.

Green Chemistry, Год журнала: 2022, Номер 24(24), С. 9475 - 9481

Опубликована: Янв. 1, 2022

A photocatalyst-free visible-light-promoted remote C(sp 3 )–H heteroarylation of N -fluoroamides with quinoxalin-2(1 H )-ones was developed. All types δ-C(sp bonds in the could be site-specific activated through 1,5-HAT process.

Язык: Английский

Процитировано

26

Photoinduced Fe-catalyzed bromination and iodination of unstrained cyclic alcohols DOI
Kai‐Kai Wang, Rong Zeng

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(14), С. 3692 - 3696

Опубликована: Янв. 1, 2022

A practical protocol for the synthesis of remote bromo- or iodoalkyl ketones via an Fe( iii )-catalysis is reported.

Язык: Английский

Процитировано

24

Photoinduced Difunctionalization of Diazenes Enabled by N–N Radical Coupling DOI

Yu‐Shi Jiang,

Shanshan Li,

Xue-Ling Luo

и другие.

Organic Letters, Год журнала: 2023, Номер 25(36), С. 6671 - 6676

Опубликована: Авг. 29, 2023

In this study, a metal-free difunctionalization strategy for diazenes was developed using range of bifunctionalization reagents. This involves unique N(sp3)–N(sp2) radical coupling between the hydrazine and imine radical. More than 30 triazane core motifs were constructed by installing imines various functional groups, including alkyl, phenyl, cyanoalkyl, sulfonyl on both ends nitrogen–nitrogen bond in an efficient manner.

Язык: Английский

Процитировано

17

Light-induced ligand-to-metal charge transfer of Fe(III)-OR species in organic synthesis DOI

Jie Qin,

Hong Lei,

Chuanhua Gao

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(30), С. 6034 - 6044

Опубликована: Янв. 1, 2024

This review highlights studies on ligand-to-metal charge transfer of Fe( iii )-OR species in organic transformations.

Язык: Английский

Процитировано

6