Scalable synthesis of cryptophane-1.1.1 and its functionalization

Org Lett. 2010 Mar 5;12(5):960-2. doi: 10.1021/ol902952h.

Abstract

Cryptophanes, cage molecules for which xenon exhibits a high affinity, are good candidates for xenon biosensing. Cryptophane-1.1.1 (1) exhibits the highest binding constant for xenon encapsulation in organic solution determined to date. This property suggests that the cryptophane-1.1.1 core (1) is optimal for sensing applications. A high-yielding scalable synthesis of compound 1 is reported as well as an easy way to functionalize it.

MeSH terms

  • Dimerization
  • Phenol / chemistry
  • Polycyclic Compounds
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry*
  • Xenon / analysis*
  • Xenon / chemistry*

Substances

  • Polycyclic Compounds
  • Triazoles
  • cryptophane
  • Phenol
  • Xenon