- Enantioselective complexation of chiral propylene oxide by an enantiopure water-soluble cryptophane.
Enantioselective complexation of chiral propylene oxide by an enantiopure water-soluble cryptophane.
The Journal of organic chemistry (2011-04-08)
Aude Bouchet, Thierry Brotin, Mathieu Linares, Hans Ågren, Dominique Cavagnat, Thierry Buffeteau
PMID21469682
RESUMEN
ECD and NMR experiments show that the complexation of propylene oxide (PrO) within the cavity of an enantiopure water-soluble cryptophane 1 in NaOH solution is enantioselective and that the (R)-PrO@PP-1 diastereomer is more stable than the (S)-PrO@PP-1 diastereomer with a free energy difference of 1.7 kJ/mol. This result has been confirmed by molecular dynamics (MD) and ab initio calculations. The enantioselectivity is preserved in LiOH and KOH solutions even though the binding constants decrease, whereas PrO is not complexed in CsOH solution.
MATERIALES
Referencia del producto
Marca
Descripción del producto
Número de referencia del producto (SKU)
Tamaño de envase
Disponibilidad
Precio
Cantidad
Número de referencia del producto (SKU)
Tamaño de envase
Disponibilidad
Precio
Cantidad
Número de referencia del producto (SKU)
Tamaño de envase
Disponibilidad
Precio
Cantidad