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How does Fluorous Mixture Synthesis Work ?

Fluorous Technology Primer - Part VIII

Summary

By directly addressing the separation problems inherent in the synthesis of small organic molecules, fluorous techniques provide an array of powerful solutions that span the discipline of organic synthesis from large scale chemical processes through traditional fine synthesis to modern chemical discovery by combinatorial methods.

The following Table summaries the five main fluorous methods outlined in this overview and compares and contrasts them.

Fluorous methods are attractive and easy to apply because the experimental techniques (solution phase reactions, liquid-liquid extractions, solid phase extractions) are familiar to practicing organic chemists. What differs from standard organic techniques are the fluorous components that are used. The application of fluorous techniques has been limited to a few specialized laboratories due to the lack of availability of fluorous reagents, reactants, tags, solvents, silica, etc. Fluorous Technologies intends to change this by providing laboratories worldwide with both the materials and the expertise that are needed to integrate fluorous methods into their ongoing discovery and production projects.

Advantages of FTI's Technology

  • The application of fluorous technology is not limited to a particular chemical reaction or class of reactions. It is an enabling technology that encompasses the synthesis and separation fields.
  • Fluorous techniques span the whole chemical synthesis enterprise from small scale discovery research all the way up to large scale chemical processes.
  • Fluorous compounds can be used in any role in an organic synthesis experiment or process, including as catalysts, reagents, reactants, substrates, quenchers or scavengers, ligands, and more.
  • Fluorous chemistry solves synthesis problems in many industries, including pharmaceutical, biotechnological, agricultural, catalysis and chemicals (both fine and commodity).
  • Fluorous techniques are "naturally green" the fluorous components of a given reaction can almost always be readily recovered and recycled. Highly fluorinated organic compounds typically have improved safety profiles compared to organic compounds. Fluorous compounds are frequently soluble in supercritical CO2 and are ideal components for reactions in that benign solvent.
  • Existing organic chemical synthesis processes can be changed from a traditional mode to a fluorous mode. The improved fluorous process is more environmentally friendly and can be more economical as well.
  • Fluorous techniques are ideal for solution phase parallel synthesis and combinatorial library chemistry. They can be used to make more compounds, more quickly, and in a better state of purity than traditional solution phase techniques.
  • Fluorous techniques allow the use of more complex chemistry and longer reaction sequences in serial and parallel chemical synthesis endeavors such as drug discovery. This is conducive to the synthesis of diverse compounds or libraries with unique, original structural motifs.
  • Fluorous techniques are compatible with existing instrumentation, analysis, and automation methods in both serial and parallel synthesis. The purchase of expensive new instruments or machines is not required. The techniques are easily learned and implemented.
  • Fluorous mixture synthesis is the only solution phase technique that allows for the synthesis of more than one compound per vessel, yet still provides the individual compounds in pure form without deconvolution.

Further Reading

If you prefer a printed version of our primer, please download it here (pdf-format, 147 KB). To learn more about the most recent developments, we offer in the Download Center pdf-versions of powerpoint presentations from recent conferences. Finally, for more detailed information, please refer to our section on reviews, papers and patents, which is also provided as a pdf-file for your convenience.

Our Technology Primer - Table of Contents

1. Introduction: What are Fluorous Molecules ?
2. Fluorous Separation Methods
3. Fluorous Biphasic Catalysis
4. Fluorous Triphasic Reactions
5. Fluorous Reagents, Reactants and Catalysts
6. Fluorous Substrates and Products (Fluorous Synthesis)
7. Fluorous Mixture Synthesis
8. Summary