Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 30, Pages 10607-10613Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201601464
Keywords
asymmetric hydrogenation; enantiopure heterocycles; iridium; phosphine-phosphites; substrate activation
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Funding
- MINECO [CTQ2014-60256-P, CTQ2014-57393-C2-1-P]
- MINECO (Severo Ochoa Excellence Accreditation) [SEV-2013-0319]
- ICIQ Foundation
- AGAUR [2013FI-B 00545]
- ICREA Funding Source: Custom
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Iridium(I) complexes with phosphine-phosphite ligands efficiently catalyze the enantioselective hydrogenation of diverse seven-membered C=N-containing heterocyclic compounds (eleven examples; up to 97% ee). The P-OP ligand L3, which incorporates an ortho-diphenyl substituted octahydrobinol phosphite fragment, provided the highest enantioselectivities in the hydrogenation of most of the heterocyclic compounds studied. The observed stereoselection was rationalized by means of DFT calculations.
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