Gold(I)-Organic Frameworks as Catalysts for Carboxylation of Alkynes with CO2 DOI
Rong‐Jia Wei, Mo Xie, Ri‐Qin Xia

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(41), P. 22720 - 22727

Published: Oct. 4, 2023

Construction of gold-based metal-organic frameworks (Au-MOFs) would bring the merits gold chemistry into MOFs. However, it still remains challenging because cations are easily reduced to metallic under solvothermal conditions. Herein, we present first example Au-MOFs prepared from networking cyclic trinuclear gold(I) complexes by formal transimination reaction in a rapid (<15 min) and scalable (up 1 g) fashion ambient condition. The feature uniform porosity, high crystallinity, superior chemical stability toward base (i.e., 20 M NaOH). With open Au(I) sites skeleton, as heterogeneous catalysts delivered good performance substrate tolerance for carboxylation reactions alkynes with CO2. This work demonstrates facile approach reticularly synthesize combining coordination dynamic covalent chemistry.

Language: Английский

Visible Light-Induced Transition Metal Catalysis DOI
Kelvin Pak Shing Cheung, Sumon Sarkar, Vladimir Gevorgyan

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(2), P. 1543 - 1625

Published: Oct. 8, 2021

In recent years, visible light-induced transition metal catalysis has emerged as a new paradigm in organic photocatalysis, which led to the discovery of unprecedented transformations well improvement known reactions. this subfield complex serves double duty by harvesting photon energy and then enabling bond forming/breaking events mostly via single catalytic cycle, thus contrasting established dual photocatalysis an exogenous photosensitizer is employed. addition, approach often synergistically combines catalyst–substrate interaction with photoinduced process, feature that uncommon conventional photoredox chemistry. This Review describes early development advances emerging field.

Language: Английский

Citations

548

Photocatalytic Late-Stage C–H Functionalization DOI
Peter Bellotti, Huan‐Ming Huang,

Teresa Faber

et al.

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

324

Divergent Gold Catalysis: Unlocking Molecular Diversity through Catalyst Control DOI
Chetan C. Chintawar, Amit Kumar Yadav, Anil Kumar

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 121(14), P. 8478 - 8558

Published: Feb. 8, 2021

The catalyst-directed divergent synthesis, commonly termed as "divergent catalysis", has emerged a promising technique it allows chartering of structurally distinct products from common substrates simply by modulating the catalyst system. In this regard, gold complexes powerful catalysts they offer unique reactivity profiles compared to various other transition metal catalysts, primarily due their salient electronic and geometrical features. Owing tunable soft π-acidic nature, not only evolved superior contenders for catalyzing reactions alkynes, alkenes, allenes but also, more intriguingly, have been found provide reaction pathways over π-acid such Ag, Pt, Pd, Rh, Cu, In, Sc, Hg, Zn, etc. recent past witnessed renaissance in examples wherein, choosing or fine-tuning ligands, counteranions oxidation states itself, complete switch was observed. However, reviews documenting are sporadic; result, most reports kind remained scattered literature, thereby hampering further development burgeoning field. By conceptualizing idea "Divergent Gold Catalysis (DGC)", review aims consolidate all unified approach necessary pave way advancement exciting area. Based on factors governing divergence product formation, an explicit classification DGC provided. To gain fundamental understanding observed reactivities selectivities, is accompanied mechanistic insights at appropriate places.

Language: Английский

Citations

250

The interplay of carbophilic activation and Au(i)/Au(iii) catalysis: an emerging technique for 1,2-difunctionalization of C–C multiple bonds DOI
Vivek W. Bhoyare, Akash G. Tathe, Avishek Das

et al.

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(18), P. 10422 - 10450

Published: Jan. 1, 2021

This review highlights a decade-long journey of Au-catalyzed 1,2-difunctionalization reactions C–C multiple bonds that have been realized due to the productive integration Au( i )/Au( iii )catalysis with unique π-activation mode gold complexes.

Language: Английский

Citations

148

Carbon–sulfur bond formation via photochemical strategies: An efficient method for the synthesis of sulfur-containing compounds DOI
Daoshan Yang,

Qiuli Yan,

Enjie Zhu

et al.

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 33(4), P. 1798 - 1816

Published: Sept. 27, 2021

Language: Английский

Citations

134

Enantioselective Au(I)/Au(III) Redox Catalysis Enabled by Chiral (P,N)-Ligands DOI
Chetan C. Chintawar, Vivek W. Bhoyare, Manoj V. Mane

et al.

Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(16), P. 7089 - 7095

Published: April 18, 2022

Presented herein is the first report of enantioselective Au(I)/Au(III) redox catalysis, enabled by a newly designed hemilabile chiral (P,N)-ligand (ChetPhos). The potential this concept has been demonstrated development 1,2-oxyarylation and 1,2-aminoarylation alkenes which provided direct access to medicinally relevant 3-oxy- 3-aminochromans (up 88% yield 99% ee). DFT studies were carried out unravel enantiodetermining step, revealed that stronger trans influence phosphorus allows selective positioning substrate in C2-symmetric environment present around nitrogen, imparting high level enantioselectivity.

Language: Английский

Citations

89

Recent advances in radical-mediated transformations of 1,3-dienes DOI

Peng‐Zi Wang,

Wen‐Jing Xiao, Jia‐Rong Chen

et al.

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Journal Year: 2022, Volume and Issue: 43(3), P. 548 - 557

Published: Feb. 2, 2022

Language: Английский

Citations

81

Photoinduced gold-catalyzed divergent dechloroalkylation of gem-dichloroalkanes DOI
Cheng‐Long Ji, Jie Han,

Tingrui Li

et al.

Nature Catalysis, Journal Year: 2022, Volume and Issue: 5(12), P. 1098 - 1109

Published: Dec. 15, 2022

Language: Английский

Citations

72

Gold-Catalyzed Heck Reaction DOI
Vivek W. Bhoyare, E. Daiann Sosa Carrizo, Chetan C. Chintawar

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(16), P. 8810 - 8816

Published: April 16, 2023

Herein, we report a gold-catalyzed Heck reaction facilitated by the ligand-enabled Au(I)/Au(III) redox catalysis. The elementary organometallic steps such as migratory insertion and β-hydride elimination have been realized in catalytic fashion for first time gold chemistry. present methodology not only overcomes limitations of previously known transition metal-catalyzed reactions requirement specialized substrates formation mixture regioisomeric products result undesirable chain-walking process but also offers complementary regioselectivity compared to other metal

Language: Английский

Citations

52

Electrochemical gold-catalysed biocompatible C(sp2)–C(sp) coupling DOI
Hao Liang,

Yilitabaier Julaiti,

Chuan‐Gang Zhao

et al.

Nature Synthesis, Journal Year: 2023, Volume and Issue: 2(4), P. 338 - 347

Published: Jan. 12, 2023

Language: Английский

Citations

42