Skip to Main content Skip to Navigation
Journal articles

Visible Light Photocatalytic Reduction of O-Thiocarbamates: Development of a Tin-Free Barton-McCombie Deoxygenation Reaction

Abstract : The Barton-McCombie deoxygenation is one of the most important transformations in the toolbox of organic chemists which has been the subject of a number of methodological developments. In this study, we report a photocatalyzed redox deoxygenation of secondary and tertiary alcohols from thiocarbamate precursors under visible light activation. The iridium complex Ir(ppy)(3) proved to be the most efficient catalyst in the presence of Hunig's base as sacrifial electron donor. A mechanistic investigation is presented based on fluorescence quenching experiments and cyclic voltammetry.
Document type :
Journal articles
Complete list of metadata

https://hal.archives-ouvertes.fr/hal-01397901
Contributor : Gestionnaire Hal-Upmc <>
Submitted on : Wednesday, November 16, 2016 - 2:23:48 PM
Last modification on : Tuesday, December 15, 2020 - 4:01:54 AM

Links full text

Identifiers

Citation

Ludwig Chenneberg, Alexandre Baralle, Marion Daniel, Louis Fensterbank, Jean-Philippe Goddard, et al.. Visible Light Photocatalytic Reduction of O-Thiocarbamates: Development of a Tin-Free Barton-McCombie Deoxygenation Reaction. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2014, 356 (13, SI), pp.2756-2762. ⟨10.1002/adsc.201400729⟩. ⟨hal-01397901⟩

Share

Metrics

Record views

255