The synthesis and characterization of four phosphorus macrocycles (1-4) are reported. The X-ray crystal structures of compounds 1-4 and solvate 1 . H2O show the molecules in asymmetric conformations with at least one methyl group of the phenoxy substituents oriented toward the centre of the macrocyclic cavity. Variable-temperature H-1 NMR experiments show that in solution the molecules exist mainly as rapidly interconverting conformers. In the 18-membered ring 1, the dynamic process results in the enantiomerization of asymmetric conformers with a barrier of 8 kcal mol(-1).double dagger The 21-membered ring 3 is more flexible and exists in several conformations.
Declercq, J.-P., Delangle, P., Dutasta, JP., Vanoostenryck, L., Simon, P., & Tinant, B. (1996). Synthesis and molecular structure of new phosphorous-crown compounds containing the thiophosphoryl group. Royal Society of Chemistry. Journal: Perkin Transactions 2, 11, 2471-2478. https://doi.org/10.1039/p29960002471 (Original work published 1996)