Forming Phenanthrenes by Using MoCl5

  • Author: Hayley Charville
  • Published Date: 28 July 2014
  • Source / Publisher: Chemistry - A European Journal
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
thumbnail image: Forming Phenanthrenes by Using MoCl<sub>5</sub>

Related Societies

The synthesis of phenanthrene derivatives is of increasing interest owing to the diverse biological and pharmacological properties of these compounds, including antitumor and antibacterial activities. Although there are several routes to phenanthrene derivatives, many of these methods suffer from poor atom economy and a large number of linear steps.

Siegfried R. Waldvogel, Mainz University, Germany, and co-workers have developed a C–C coupling reaction of 2-aryl-substituted cinnamates (1) to form the corresponding phenanthrene derivatives (2), in yields up to 99 %, by using a MoCl5/TiCl4 reagent mixture.
Forming Phenanthrenes by Using MoCl5


This oxidation reaction is easy to perform, and the best results are obtained when the 2-phenyl substituent of the cinnamate is equipped with two methoxy groups. Importantly, the high rate of C–C bond formation can tolerate a variety of substituents that are not compatible with other reagents.

This simple, inexpensive, but powerful method emphasizes the effectiveness of MoCl5 or MoCl5/TiCl4 in oxidative coupling reactions.


Article Views: 3575

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 ChemistryViews.org, please contact us first for permission. more

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