Birkholz, Mandy-Nicole published the artcileEnantioselective hydrogenation with self-assembling rhodium phosphane catalysts: influence of ligand structure and solvent, Application In Synthesis of 126613-06-7, the publication is Chemistry – A European Journal (2007), 13(20), 5896-5907, database is CAplus and MEDLINE.
Three sets of new and related chiral phospholane and phosphepine ligands were prepared for Rh-catalyzed enantioselective hydrogenation. The size and substitution pattern of the cyclic monophosphines were varied. More importantly, the ligands differ in the nature of the heterocyclic group linked to the trivalent P atom: 2-pyridone or 2-alkoxypyridine. In the corresponding Rh complexes, the pyridone units of two monodentate P ligands can assemble by H bonding and form chelates. In contrast, synthetic precursors bearing alkoxypyridine appendages are not able to aggregate via intramol. H bonds. The nature of self-assembly is dependent on the nature of the P ligand and the solvent used for the hydrogenation (CH2Cl2 vs. MeOH). These features affect the rate of the reaction as well as the enantioselectivity, which varied at 0-99% ee. Complexation studies and DFT calculations were performed to explain these differences.
Chemistry – A European Journal published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Application In Synthesis of 126613-06-7.
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