Photoangeregte Anionen in organischen Reaktionen

Schmalzbauer, Matthias; Marcon, Michela; König, Burkhard

doi:10.1002/ange.202009288

Cited by 16 publications

(2 citation statements)

References 153 publications

(295 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The wavelength-dependent approach described above that generates Rh-6G ∙- or Rh-6G ∙-∗ , which have different redox potentials, is not limited to this specific xanthene dye. Similar approaches can be used to generate highly reductive species from other organic PCs ( Figure 6 ) ( Schmalzbauer et al., 2021 ). The common mechanistic feature of these strategies is that quenching of PC∗ with a sacrificial electron donor (SED) generates a relatively stable intermediate that is able to absorb another photon (consecutive photoinduced electron transfer [ConPET]).…”

Section: Replacing Elemental Alkali Metal Reductants With Lightmentioning

confidence: 99%

Emerging concepts in photocatalytic organic synthesis

2021

View full text Add to dashboard Cite

Summary Visible light photocatalysis has become a powerful tool in organic synthesis that uses photons as traceless, sustainable reagents. Most of the activities in the field focus on the development of new reactions via common photoredox cycles, but recently a number of exciting new concepts and strategies entered less charted territories. We survey approaches that enable the use of longer wavelengths and show that the wavelength and intensity of photons are import parameters that enable tuning of the reactivity of a photocatalyst to control or change the selectivity of chemical reactions. In addition, we discuss recent efforts to substitute strong reductants, such as elemental lithium and sodium, by light and technological advances in the field.

show abstract

Section: Replacing Elemental Alkali Metal Reductants With Lightmentioning

confidence: 99%

Emerging concepts in photocatalytic organic synthesis

2021

View full text Add to dashboard Cite

show abstract

“…This review is by no means intended to be an exhaustive collection of all Org PC s and we recognize excellent and comprehensive precedents [6–12,24,25] . We also note that assembly controlled catalyst‐free photochemical reactions are reviewed in detail elsewhere [26] .…”

Section: Introductionmentioning

confidence: 99%

Organophotocatalytic Mechanisms: Simplicity or Naïvety? Diverting Reactive Pathways by Modifications of Catalyst Structure, Redox States and Substrate Preassemblies

2023

View full text Add to dashboard Cite

Photocatalysis is a powerful tool to assemble diverse chemical scaffolds, yet a bottleneck on its further development is the understanding of the multitude of possible pathways when practitioners rely only on oversimplified thermodynamic and optical factors. Recently, there is a growing number of studies in the field that exploit, inter alia, kinetic parameters and organophotocatalysts that are synthetically more programmable in terms of their redox states and opportunities for aggregation with a target substrate. Non‐covalent interactions play a key role that enables access to a new generation of reactivities such as those of open‐shell organophotocatalysts. In this review, we discuss how targeted structural and redox modifications influence the organophotocatalytic mechanisms together with their underlying principles. We also highlight the benefits of strategies such as preassembly and static quenching that overcome common reactivity issues (e. g., diffusion rate limits and energetic limits).

show abstract

Visible Light‐induced Decarboxylative Alkylations Enabled by Electron Donor‐Acceptor Complex

Liu

Qin

et al. 2022

Asian J Org Chem

View full text Add to dashboard Cite

We demonstrated herein a versatile protocol for visible-light-induced decarboxylative alkylations enabled by electron-donor acceptor complex. An array of primary, secondary, tertiary and amino acid-derived redox-active esters (RAEs) were all amenable substrates to undergo radical decarboxylation to be coupled with a diverse range of nucleophiles, creating diverse C(sp 3 )À C(sp 3 ) and C(sp 3 )À C(sp 2 ) bonds with high efficiency. It is worth noting that Katritzky's salt and Togni's reagent were also suitable substrates, affording deaminative alkylation and trifluoromethylation products in high yields. Additionally, a one-pot two-step telescoped procedure and continuous-flow process further increase the synthetic utility of this catalytic system.

show abstract

Photoangeregte Anionen in organischen Reaktionen

Cited by 16 publications

References 153 publications

Emerging concepts in photocatalytic organic synthesis

Emerging concepts in photocatalytic organic synthesis

Organophotocatalytic Mechanisms: Simplicity or Naïvety? Diverting Reactive Pathways by Modifications of Catalyst Structure, Redox States and Substrate Preassemblies

Visible Light‐induced Decarboxylative Alkylations Enabled by Electron Donor‐Acceptor Complex

Contact Info

Product

Resources

About