0000000001311417
AUTHOR
S. Jugé
Supramolecular hydrogen-bonding tautomeric sulfonamido-phosphinamides: a perfect P-chirogenic memory
P-chirogenic, supramolecular hydrogen-bonding C1-symmetrical sulfonamido–phosphinamides (METAMORPhos) have been successfully prepared. They were all found to possess a characteristic prototropic equilibrium between the PIII and the PV tautomers that is slow on the NMR spectroscopic timescale. Despite the dynamic and reversible protonation of the P centre, the P-chirogenic information was found to be retained in the tautomerization process, even in a protic solvent environment. Several strategies to access the corresponding enantiopure compounds were investigated, such as diastereoselective crystallization, or enantioselective synthesis. It was possible to resolve such a class of chiral liga…
CCDC 937837: Experimental Crystal Structure Determination
Related Article: J.Bayardon, H. Laureano, V. Diemer, M. Dutartre, U. Das, Y.Rousselin, J.-C. Henry, F. Colobert, F. R. Leroux, S. Jugé|2012|J.Org.Chem.|77|5759|doi:10.1021/jo300910w
CCDC 937833: Experimental Crystal Structure Determination
Related Article: J.Bayardon, H. Laureano, V. Diemer, M. Dutartre, U. Das, Y.Rousselin, J.-C. Henry, F. Colobert, F. R. Leroux, S. Jugé|2012|J.Org.Chem.|77|5759|doi:10.1021/jo300910w
CCDC 937835: Experimental Crystal Structure Determination
Related Article: J.Bayardon, H. Laureano, V. Diemer, M. Dutartre, U. Das, Y.Rousselin, J.-C. Henry, F. Colobert, F. R. Leroux, S. Jugé|2012|J.Org.Chem.|77|5759|doi:10.1021/jo300910w
CCDC 937834: Experimental Crystal Structure Determination
Related Article: J.Bayardon, H. Laureano, V. Diemer, M. Dutartre, U. Das, Y.Rousselin, J.-C. Henry, F. Colobert, F. R. Leroux, S. Jugé|2012|J.Org.Chem.|77|5759|doi:10.1021/jo300910w
CCDC 937836: Experimental Crystal Structure Determination
Related Article: J.Bayardon, H. Laureano, V. Diemer, M. Dutartre, U. Das, Y.Rousselin, J.-C. Henry, F. Colobert, F. R. Leroux, S. Jugé|2012|J.Org.Chem.|77|5759|doi:10.1021/jo300910w