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Scalable synthesis of cryptophane-1.1.1 and its functionalization
Ténin Traoré1, Léa Delacour, Sébastien Garcia-Argote
1CEA, iBiTecS, Service de Chimie Bioorganique et de Marquage, Gif sur Yvette, F-91191, France.
Organic Letters
|February 2, 2010
Summary
Cryptophane-1.1.1 is the best cage molecule for xenon biosensing due to its high xenon binding affinity. A scalable synthesis and functionalization method for this molecule are now available.
Area of Science:
- Supramolecular Chemistry
- Chemical Sensing
- Organic Synthesis
Background:
- Cryptophanes are cage molecules with high affinity for xenon, making them promising for xenon biosensing.
- Cryptophane-1.1.1 demonstrates the highest binding constant for xenon encapsulation in organic solution reported to date.
Purpose of the Study:
- To report a high-yielding and scalable synthesis of cryptophane-1.1.1.
- To present a facile method for functionalizing cryptophane-1.1.1 for sensing applications.
Main Methods:
- Scalable synthesis of cryptophane-1.1.1.
- Functionalization of the cryptophane-1.1.1 core.
Main Results:
- Cryptophane-1.1.1 exhibits the highest known binding constant for xenon encapsulation in organic solution.
- A scalable and high-yielding synthetic route for cryptophane-1.1.1 was established.
- An easy method for functionalizing cryptophane-1.1.1 was developed.
Conclusions:
- The cryptophane-1.1.1 core is optimal for xenon sensing applications.
- The reported synthesis and functionalization enable broader use of cryptophane-1.1.1 in biosensing.
