Metal–Ligand Binding Interactions in Rhodium/Palladium-Catalyzed Synthesis of Dihydroquinolines
- Resource Type
- Authors
- Lei Zhang; Mark Lautens; Jane Panteleev
- Source
- The Journal of Organic Chemistry. 79:12159-12176
- Subject
- chemistry.chemical_element
Ligands
010402 general chemistry
01 natural sciences
Catalysis
Rhodium
Metal
Cascade reaction
Coordination Complexes
Organic chemistry
Reactivity (chemistry)
Molecular Structure
010405 organic chemistry
Ligand
Organic Chemistry
Combinatorial chemistry
Hydroquinones
0104 chemical sciences
3. Good health
chemistry
Reagent
visual_art
visual_art.visual_art_medium
Palladium
- Language
- ISSN
- 1520-6904
0022-3263
A domino Rh- and Pd-catalyzed synthesis of dihydroquinolines is disclosed. Two metals and two ligands are placed in one reaction vessel along with the two reactive reagents to afford selective sequential coupling despite the potential for side reactions. In this report, we describe mechanistic investigations attempting to discern the catalyst-ligand interactions occurring in this domino reaction. Through these studies, the reactivity and relative catalyst ligand loadings were successfully tuned to efficiently access the heterocyclic products.