Efficient macrocyclization achieved via conformational control using intermolecular noncovalent π-cation/arene interactions.
Quinolinium salt 3 is an effective additive that acts as a conformation control element (CCE) to promote macrocyclization to form rigid cyclophanes via olefin metathesis or Glaser-Hay coupling, which do not cyclize in the absence of the additive. The additives are easily synthesized and highly modifiable and have solubility profiles which allow for simple recovery via filtration.
Bolduc
Philippe
P
Université de Montréal, Département de Chimie, C.P. 6128 Station Downtown, Montréal, Québec, H3C 3J7, Canada.
Jacques
Alexandre
A
Collins
Shawn K
SK
D001688:Biological Products / Q000737:chemistry; D003500:Cyclization; D004988:Ethers, Cyclic / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D008968:Molecular Conformation
D001688:Biological Products; D004988:Ethers, Cyclic; D006841:Hydrocarbons, Aromatic