Oxidative Synthesis of Silanols

  • Author: Angewandte Chemie International Edition
  • Published Date: 07 April 2019
  • Source / Publisher: Angewandte Chemie International Edition/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
thumbnail image: Oxidative Synthesis of Silanols

Silanols have broad applications in organic synthesis and material chemistry. However, the selective synthesis of silanols and silandiols is still challenging.

Chaoqun Li, Jianliang Xiao, Shaanxi Normal University, China, and colleagues have developed a well-defined molecular manganese catalyst that allows for highly selective oxidation of various hydrosilanes and dihydrosilanes with H2O2 as an oxidant. The oxidation is readily performed using 1–2 mol % of the manganese catalyst in acetone at room temperature, requiring neither an acid or base additive nor inert gas protection while affording silanols and silandiols in high yields.

The simple manganese salt, Mn(ClO4)⋅6 H2O had no catalytic activity. The researchers found that ligands play a key role in enabling this manganese catalysis. They used a range of 4,4′‐disubstituted bipyridines and observed that the electron‐rich 4,4′‐diamino bipyridine combined with Mn(ClO4)2 shows the best catalytic activity. Mechanistic studies suggest that the oxidation proceeds via a concerted reaction of a MnIII-OOH species with the hydrosilane.

Featuring fast, clean oxidation under mild conditions with no noxious by-products generated, the protocol provides an ecologically benign approach to both silanols and silandiols.


Article Views: 1411

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

Bookmark and Share

If you would like to reuse any content, in print or online, from ChemistryViews.org, please contact us first for permission. more


ChemistryViews.org on Facebook

ChemistryViews.org on Twitter ChemistryViews.org on YouTube ChemistryViews.org on LinkedIn Sign up for our free newsletter

Magazine of Chemistry Europe (16 European Chemical Societies)published by Wiley-VCH