C-H Bond Functionalization by Dual Catalysis: Merging of High-Valent Cobalt and Photoredox Catalysis

2021 ◽  
Author(s):  
Priyanka Chakraborty ◽  
Rajib Mandal ◽  
Soumen Paira ◽  
Basker Sundararaju
Keyword(s):  
Transition Metal ◽  
Transition Metal Catalysis ◽  
Low Energy ◽  
The Other ◽  
Photoredox Catalysis ◽  
Metal Catalysis ◽  
Bond Functionalization ◽  
Dual Catalysis ◽  
High Valent ◽  
Energy Pathways

The merger of transition metal catalysis and photocatalysis has emerged as a versatile platform which opened the gateway to diverse low energy pathways for several synthetic transformations. On the other...

scholarly journals TiO2 Photocatalyzed C–H Bond Transformation for C–C Coupling Reactions

Catalysts ◽  
2018 ◽  
Vol 8 (9) ◽  
pp. 355 ◽  
Author(s):  
Yi Wang ◽  
Anan Liu ◽  
Dongge Ma ◽  
Shuhong Li ◽  
Chichong Lu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Transition Metal Catalysis ◽  
Light Irradiation ◽  
Coupling Reactions ◽  
Metal Catalysis ◽  
Bond Functionalization ◽  
Tio2 Photocatalysis ◽  
Mild Conditions

Fulfilling the direct inert C–H bond functionalization of raw materials that are earth-abundant and commercially available for the synthesis of diverse targeted organic compounds is very desirable and its implementation would mean a great reduction of the synthetic steps required for substrate prefunctionalization such as halogenation, borylation, and metalation. Successful C–H bond functionalization mainly resorts to homogeneous transition-metal catalysis, albeit sometimes suffering from poor catalyst reusability, nontrivial separation, and severe biotoxicity. TiO2 photocatalysis displays multifaceted advantages, such as strong oxidizing ability, high chemical stability and photostability, excellent reusability, and low biotoxicity. The chemical reactions started and delivered by TiO2 photocatalysts are well known to be widely used in photocatalytic water-splitting, organic pollutant degradation, and dye-sensitized solar cells. Recently, TiO2 photocatalysis has been demonstrated to possess the unanticipated ability to trigger the transformation of inert C–H bonds for C–C, C–N, C–O, and C–X bond formation under ultraviolet light, sunlight, and even visible-light irradiation at room temperature. A few important organic products, traditionally synthesized in harsh reaction conditions and with specially functionalized group substrates, are continuously reported to be realized by TiO2 photocatalysis with simple starting materials under very mild conditions. This prominent advantage—the capability of utilizing cheap and readily available compounds for highly selective synthesis without prefunctionalized reactants such as organic halides, boronates, silanes, etc.—is attributed to the overwhelmingly powerful photo-induced hole reactivity of TiO2 photocatalysis, which does not require an elevated reaction temperature as in conventional transition-metal catalysis. Such a reaction mechanism, under typically mild conditions, is apparently different from traditional transition-metal catalysis and beyond our insights into the driving forces that transform the C–H bond for C–C bond coupling reactions. This review gives a summary of the recent progress of TiO2 photocatalytic C–H bond activation for C–C coupling reactions and discusses some model examples, especially under visible-light irradiation.

scholarly journals Recent Developments in Transition-Metal Catalyzed Direct C–H Alkenylation, Alkylation, and Alkynylation of Azoles

Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 4970
Author(s):  
Su Chen ◽  
Prabhat Ranjan ◽  
Leonid G. Voskressensky ◽  
Erik V. Van der Eycken ◽  
Upendra K. Sharma
Keyword(s):  
Transition Metal ◽  
Transition Metal Catalysis ◽  
Significant Progress ◽  
Metal Catalysis ◽  
Bond Functionalization ◽  
Recent Advances ◽  
Regioselective Alkylation ◽  
Recent Developments ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

The transition metal-catalyzed C–H bond functionalization of azoles has emerged as one of the most important strategies to decorate these biologically important scaffolds. Despite significant progress in the C–H functionalization of various heteroarenes, the regioselective alkylation and alkenylation of azoles are still arduous transformations in many cases. This review covers recent advances in the direct C–H alkenylation, alkylation and alkynylation of azoles utilizing transition metal-catalysis. Moreover, the limitations of different strategies, chemoselectivity and regioselectivity issues will be discussed in this review.

1.2.1 General Principles of Transition-Metal/Photocatalyst Dual Catalysis

2020 ◽  
Author(s):  
J. C. Tellis
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Transition Metal Catalysis ◽  
Specific Role ◽  
Visible Light Photocatalysis ◽  
Metal Catalysis ◽  
Catalytic Transformations ◽  
Dual Catalysis

AbstractThe combination of transition-metal catalysis and visible-light photocatalysis offers opportunities for the development of unique new forms of reactivity. Presented in this chapter is an overview of the various strategies that can be used to design these dual catalytic transformations. Emphasis is placed on understanding the specific role that a photocatalyst can play in augmenting the reactivity of a substrate or cocatalyst to achieve otherwise challenging transformations.

Merging photoredox catalysis with transition metal catalysis: Direct C4-H amination of 8-hydroxyquinoline derivatives

Tetrahedron ◽  
2019 ◽  
Vol 75 (29) ◽  
pp. 3904-3910
Author(s):  
Yueyue Ma ◽  
Yaqi Shi ◽  
Fan Yang ◽  
Yusheng Wu ◽  
Yangjie Wu
Keyword(s):  
Transition Metal ◽  
Transition Metal Catalysis ◽  
Photoredox Catalysis ◽  
Metal Catalysis

ChemInform Abstract: Dual Catalysis Sees the Light: Combining Photoredox with Organo-, Acid, and Transition-Metal Catalysis

ChemInform ◽  
2014 ◽  
Vol 45 (26) ◽  
pp. no-no
Author(s):  
Matthew N. Hopkinson ◽  
Basudev Sahoo ◽  
Jun-Long Li ◽  
Frank Glorius
Keyword(s):  
Transition Metal ◽  
Transition Metal Catalysis ◽  
Metal Catalysis ◽  
Dual Catalysis

scholarly journals Merging Transition-Metal Catalysis with Photoredox Catalysis: An Environmentally Friendly Strategy for C–H Functionalization

Synthesis ◽  
2018 ◽  
Vol 50 (17) ◽  
pp. e2-e3
Author(s):  
Wen-Jun Zhou ◽  
Da-Gang Yu ◽  
Yi-Han Zhang ◽  
Yong-Yuan Gui ◽  
Liang Sun
Keyword(s):  
Transition Metal ◽  
Environmentally Friendly ◽  
Transition Metal Catalysis ◽  
Photoredox Catalysis ◽  
Metal Catalysis

Merging Transition-Metal Catalysis with Photoredox Catalysis: An Environmentally Friendly Strategy for C–H Functionalization

Synthesis ◽  
2018 ◽  
Vol 50 (17) ◽  
pp. 3359-3378 ◽  
Author(s):  
Wen-Jun Zhou ◽  
Da-Gang Yu ◽  
Yi-Han Zhang ◽  
Yong-Yuan Gui ◽  
Liang Sun
Keyword(s):  
Transition Metal ◽  
High Selectivity ◽  
Rapid Development ◽  
Palladium Catalysis ◽  
Transition Metal Catalysis ◽  
Nickel Catalysis ◽  
Photoredox Catalysis ◽  
Reaction Conditions ◽  
Metal Catalysis ◽  
Metal Catalyzed

Transition-metal-catalyzed C–H functionalization is already a useful tool in organic synthesis, whilst the rapid development of photoredox catalysis provides new pathways for C–H functionalization with high selectivity and efficiency under mild reaction conditions. In this review, recent advances in C–H functionalization through merging transition­-metal catalysis with photoredox catalysis are discussed.1 Introduction2 Merging Nickel Catalysis with Photoredox Catalysis3 Merging Palladium Catalysis with Photoredox Catalysis4 Merging Cobalt Catalysis with Photoredox Catalysis5 Merging Photoredox Catalysis with Other Transition-Metal Catalysis­6 Conclusions

Asymmetric dual catalysis via fragmentation of a single rhodium precursor complex

2016 ◽  
Vol 52 (49) ◽  
pp. 7699-7702 ◽  
Author(s):  
Liangliang Song ◽  
Lei Gong ◽  
Eric Meggers
Keyword(s):  
Transition Metal ◽  
Transition Metal Catalysis ◽  
Rhodium Complex ◽  
Metal Catalysis ◽  
Precursor Complex ◽  
Dual Catalysis

A strategy for dual transition metal catalysis and organocatalysis is reported via disintegration of a single rhodium complex. Conveniently, the chiral-at-metal rhodium precatalyst can be synthesized in just two steps starting from rhodium trichloride without the need for any chromatography.

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