Sulfonamide as Photoinduced Hydrogen Atom Transfer Catalyst for Organophotoredox Hydrosilylation and Hydrogermylation of Activated Alkenes

25 October 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Readily available, sterically, and electronically tunable sulfonamides have been developed as effective photoinduced hydrogen atom-transfer (HAT) catalysts for selective Si−H functionalizations of a broad range of silanes. N-centered radicals, catalytically generated from sulfonamides by photoredox catalyzed single-electron oxidation, are the key intermediates that enable an effective HAT process for silyl radical generation to achieve hydrosilylation of activated alkenes. Additionally, this catalytic system can also be applied for the activation of Ge-H bond for hydrogermylation of activated alkenes through hydrogen atom transfer by sulfonamide derived nitrogen centered radical. The ability to generate silyl and germyl radical using this photochemical HAT process offers new avenue towards the sustainable synthesis of organosilicon and organogermanium compounds.

Keywords

Hydrogen atom transfer • Hydrosilylation • Hydrogermylation • Radicals • Sulfonamides

Supplementary materials

Title
Description
Actions
Title
Sulfonamide as Photoinduced Hydrogen Atom Transfer Catalyst for Organophotoredox Hydrosilylation and Hydrogermylation of Activated Alkenes
Description
Sulfonamides functioned for the first time as novel hydrogen atom transfer catalyst under organophotoredox catalysis for the selective abstraction of Si-H/Ge-H bond towards the hydrosilylation and hydrogermylation of activated alkenes.
Actions

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.