Iron Catalyzed C-C Single Bond Cleavage of Alcohols

18 August 2021, Version 2
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

An iron-catalyzed deconstruction/hydrogenation reaction of alcohols through C-C bond cleavage is developed under the irradiation of visible light, to produce ketones or aldehydes as the products. Linear alcohols and cycloalkanols with different ring sizes are suitable substrates, containing tertiary, secondary, and primary alcohols bearing a wide range of substitutes. Complex natural alcohols can also perform the transformation selectively. The mechanism investigation reveals an unpresented reaction procedure that involves chlorine radical as a key intermediate, which is generated from [FeCl4]- through ligand to metal charge transfer (LMCT). The study illustrates new possibilities for iron photocatalysis, especially for various deconstruction/functionalization reactions.

Keywords

iron photocatalysis
C-C bond cleavage
chlorine radical
LMCT
deconstruction

Supplementary materials

Title
Description
Actions
Title
Supporting Information of Iron catalyzed C-C single bond cleavage of alcohols
Description
General Information, experimental details, 1H and 13C NMR Spectra of Products, and mechanistic study details.
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.