Abstract
Results are reported for the catalytic asymmetric hydrogenation of two prototypical substrates with a series of more than 150 closely related supramolecular catalysts differing in only their ligand/catalyst scaffold. These modular catalysts are constructed from four subunits and vary widely in their reactivity (no reaction to quantitative yield) and enantioselectivity (racemic to 96% enantiomeric excess (ee)). Analysis of the ligand/catalyst scaffold optimization data reveals how each subunit contributes to the effectiveness of the modular supramolecular catalyst. The results suggest that a balance between key elements of rigidity and flexibility is required for the successful catalysts and, moreover, that this balance is required to enable effective fine-tuning via catalyst scaffold optimization.
Original language | English (US) |
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Pages (from-to) | 2743-2752 |
Number of pages | 10 |
Journal | ACS Catalysis |
Volume | 2 |
Issue number | 12 |
DOIs | |
State | Published - Dec 7 2012 |
Externally published | Yes |
Keywords
- asymmetric catalysis
- asymmetric hydrogentaion
- rhodium-catalyzed
- self-assembled ligands
- self-assembly
- supramolecular catalysis
ASJC Scopus subject areas
- Catalysis
- General Chemistry