Iterative Theory/Experiment Cycles

  • Author: ChemViews Magazine
  • Published Date: 06 November 2017
  • Source / Publisher: Eurpean Journal of Organic Chemistry/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
thumbnail image: Iterative Theory/Experiment Cycles

Related Societies

It is very difficult to predict the reactivity in multicomponent reactions (MCRs). The reactions proceed by multiple pathways and are associated with a large variety of reactants and functional groups. Theoretical chemistry has been used to verify experimental observations but not in the early stages of the development of a (multicomponent) reaction process.

F. Matthias Bickelhaupt and Romano V. A. Orru, Vrije Universiteit Amsterdam, The Netherlands, and colleagues think that a pragmatic approach of iterative theory/experiment cycles can change this. Therefore, the team has truly integrated theoretical and synthetic chemistry. By doing so, they identified in full detail the complex and complicated reaction characteristics of the novel MCR of α-acidic iso(thio)cyanates, amines, and aldehydes to access densely functionalized imidazoline-2-(thi)ones.

The team observed a lack of reactivity for isocyanates. They used a model system to understand the reaction profile and found out that the difference in proton affinity between the imine and the iso(thio)cyanate is the limiting parameter of the reaction. This finding was then used to computationally determine the scope and limitations and, thus, the performance of the reaction for a larger combinatorial set of possible inputs. Differences between the theoretical and experimental trends led to refinement of the reaction profile, that is C–C bond formation as a second decisive parameter.

According to the researchers, the predictive ability of the approach is a great advantage to the development of new reactions.

Article Views: 1905

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