A survey of the iron ligand-to-metal charge transfer chemistry in water

Stahl, Jessica; König, Burkhard

doi:10.1039/d3gc04595a

Cited by 4 publications

(2 citation statements)

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“…Thus, based on the mechanistic insights raised in the control experiments and in the spectroscopic studies, as well as in the literature, − a plausible reaction mechanism was proposed. Therefore, initially, the TBA(FeCl 3 Br) complex absorbs blue light to generate the excited species [TBA(FeCl 3 Br)]*, which is able to trigger a SET process oxidizing the O–H bond in alcohol 1 , releasing H + and Fe(II) to the reaction medium.…”

Section: Resultsmentioning

confidence: 99%

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TBA(FeCl₃Br) Complex as a Photocatalyst in the C_sp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles

Dapper,

Mena,

Rambo

et al. 2024

ACS Sustainable Chem. Eng.

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Section: Resultsmentioning

confidence: 99%

“…Since majority of the advances on Fe-photocatalyzed transformations were achieved under UV-light irradiation (usually UVA λ = 315–400 nm), the development of strategies that allow these transformations under visible-light irradiation (λ = 400–700 nm) is highly desirable (Scheme ). − …”

Section: Introductionmentioning

confidence: 99%

TBA(FeCl₃Br) Complex as a Photocatalyst in the C_sp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles

Dapper,

Mena,

Rambo

et al. 2024

ACS Sustainable Chem. Eng.

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Unlocking the Potential of Deep Eutectic Solvents and Ligand‐to‐Metal Charge Transfer Processes: A Reusable Iron‐and‐UV‐Based System for Sustainable C−C Bond Formation

González‐Gallardo,

Cores,

Marset

et al. 2024

ChemSusChem

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Catalytic C‐H functionalization has provided new opportunities to access novel organic molecules more sustainably and efficiently. However, these procedures typically rely on precious metals or complex organic catalysts as well as on hazardous solvents or reaction conditions. Herein, a pioneering methodology for direct C‐C bond formation enabled by Ligand‐to‐Metal Charge Transfer (LMCT) and mediated by UV irradiation has been developed using Deep Eutectic Solvents (DESs) as sustainable reaction media. This direct C‐H bond functionalization via a radical addition to electrophiles was successfully confirmed over a broad scope of substrates. More importantly, this is the first example of photocatalytic C‐C bond formation in DESs. An inexpensive and abundant iron catalyst (FeCl3) was used under air and mild conditions. Different functional groups were well tolerated obtaining promising results that were comparable to those reported in the literature. Additionally, the reaction medium along with the catalyst could be reused for up to 5 consecutive cycles without a significant loss in the reaction outcome. Several green metrics were calculated and compared to those of conventional procedures, revealing the advantages of using DESs

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Building Catalytic Reactions One Electron at a Time

West

2024

Acc. Chem. Res.

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A survey of the iron ligand-to-metal charge transfer chemistry in water

Abstract: Iron, mostly as Fe2+ or Fe3+ bound in oxides, is the second most common element in the earth's crust after aluminium. Salts of the d-block metal are cheap and commercially...

Cited by 4 publications

References 104 publications

TBA(FeCl₃Br) Complex as a Photocatalyst in the C_sp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles

TBA(FeCl₃Br) Complex as a Photocatalyst in the C_sp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles

Unlocking the Potential of Deep Eutectic Solvents and Ligand‐to‐Metal Charge Transfer Processes: A Reusable Iron‐and‐UV‐Based System for Sustainable C−C Bond Formation

Building Catalytic Reactions One Electron at a Time

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A survey of the iron ligand-to-metal charge transfer chemistry in water

Abstract: Iron, mostly as Fe2+ or Fe3+ bound in oxides, is the second most common element in the earth's crust after aluminium. Salts of the d-block metal are cheap and commercially...

Cited by 4 publications

References 104 publications

TBA(FeCl3Br) Complex as a Photocatalyst in the Csp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles

TBA(FeCl3Br) Complex as a Photocatalyst in the Csp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles

Unlocking the Potential of Deep Eutectic Solvents and Ligand‐to‐Metal Charge Transfer Processes: A Reusable Iron‐and‐UV‐Based System for Sustainable C−C Bond Formation

Building Catalytic Reactions One Electron at a Time

Contact Info

Product

Resources

About

TBA(FeCl₃Br) Complex as a Photocatalyst in the C_sp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles

TBA(FeCl₃Br) Complex as a Photocatalyst in the C_sp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles