Metal-Free Carbon Monoxide Capture

  • Author:
  • Published: 28 May 2019
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
  • Source / Publisher: Advanced Synthesis & Catalysis/Wiley-VCH
thumbnail image: Metal-Free Carbon Monoxide Capture

Using carbon monoxide directly can be an efficient approach to carbonylation reactions. However, this usually requires transition-metal catalysts, which can be expensive and toxic. Metal-free examples of this type of reaction are rare.

Hye-Young Janga, Ajou University, Suwon, South Korea, and colleagues have found that the bicyclic guanidine base 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) can activate CO by forming adducts (pictured on the left). The base can be used for a metal-free formylation of amines (pictured on the right). The team reacted TBD with CO (30 bar) and found that formylated TBD (TBD–CHO) was formed in a yield of 21 %. According to the researchers, this reaction proceeds via TBD–CO adducts.

This reactivity can be used to directly formylate amines in the presence of TBD and CO to give formamides. The formyl group of TBD–CHO is transferred to the amine during this reaction. The researchers converted a wide range of different amines under these conditions, with moderate to excellent yields depending on the substrate.


Article Views: 1650

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

If you would like to reuse any content, in print or online, from, please contact us first for permission and consult our permission guidance prior to making your request

Follow on Facebook Follow on Twitter Follow on YouTube Follow on LinkedIn Follow on Instagram RSS Sign up for newsletters

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