Cyclotriveratrylene (CTV) is a macrocyclic cyclophane presenting a bowl-shaped conformation, used as building block to construct cryptophane and hemicryptophane capsules. A method to synthesize new enantiopure CTV derivatives with an unprecedented spatial arrangement of their substituents, exhibiting C1 symmetry, is described. The absolute configuration was assigned by ECD spectroscopy coupled with modeling. A statistical model has allowed for optimization of the proportion of C1 CTV, and the modularity of this approach is also highlighted. ©

Enantiopure C1-Cyclotriveratrylene with a Reversed Spatial Arrangement of the Substituents

Di Bari, Lorenzo;Górecki, Marcin;
2018-01-01

Abstract

Cyclotriveratrylene (CTV) is a macrocyclic cyclophane presenting a bowl-shaped conformation, used as building block to construct cryptophane and hemicryptophane capsules. A method to synthesize new enantiopure CTV derivatives with an unprecedented spatial arrangement of their substituents, exhibiting C1 symmetry, is described. The absolute configuration was assigned by ECD spectroscopy coupled with modeling. A statistical model has allowed for optimization of the proportion of C1 CTV, and the modularity of this approach is also highlighted. ©
2018
Long, Augustin; Colomban, Cedric; Jean, Marion; Albalat, Muriel; Vanthuyne, Nicolas; Giorgi, Michel; Di Bari, Lorenzo; Górecki, Marcin; Dutasta, Jean-...espandi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/941117
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