Redox-innocent scandium(III) as the sole catalyst in visible light photooxidations

13 December 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

In recent years, the catalytic activity of scandium triflate [Sc(OTf)3] has attracted significant attention due to its robust Lewis acidity and the oxophilicity of Sc3+. These features have led to impressive progress in developing diverse organic reactions, including C-C bond formation. The Sc3+ cation also facilitates single electron transfer (SET) processes in photoinduced reactions either by coordination to an organophotoredox catalyst, which substantially modifies its redox reactivity, or by the formation of a scandium–superoxide anion complex (Sc3+-O-O•−) after electron transfer from a light-absorbing redox-active compound. The prior consideration of Sc3+ as a redox-inactive/innocent metal ion initially hampered the investigation of the possibility of using Sc(OTf)3 as a sole visible light photoredox catalyst. This research breaks new ground by demonstrating the inaugural use of Sc(OTf)3 as a visible light photocatalyst capable of direct and mild aerobic oxidative C-H functionalisation of aromatic substrates by oxidation of the benzylic position and direct cyanation of the aromatic ring.

Keywords

Photoredox catalysis
Photooxidation
Coupling reaction
Cyanation
Scandium

Supplementary materials

Title
Description
Actions
Title
Redox-innocent scandium(III) as the sole catalyst in visible light photooxidations
Description
Supplementary Information data for publication
Actions

Supplementary weblinks

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.