Journal of the Chemical Society. Perkin Transactions 2 (2001) p. 2471 - 2478 (1996)
Update date:2022-07-31
Topics:
Declercq, Jean-Paul
Delangle, Pascale
Dutasta, Jean-Pierre
Van Oostenryck, Luc
Simon, Pascal
Tinant, Bernard
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 substituants oriented toward the centre of the macrocyclic cavity. Variable-temperature 1H 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.? The 21-membered ring 3 is more flexible and exists in several conformations.
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