Journal
ORGANIC LETTERS
Volume 12, Issue 22, Pages 5242-5245Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol102236f
Keywords
-
Categories
Ask authors/readers for more resources
The synthesis methods, physicochemical and structural characteristics, and catalytic reactivity of new macrocyclic proton chelators, N,N ',N ''-tris(p-tolyl)azacalix[3](2,6)(4-pyrrolidinopyridine) and N,N ',N ''-tris(p-tolyl)azacalix[3](2,6)(4-piperidinopyridine), are studied. The introduction of pyrrolidino and piperidino groups into the pyridine unit enables the enhancement of the synergistic proton affinity of the cavity of the macrotricycle giving a high basicity (pK(BH+) = 28.1 and 27.1 in CD3CN), resulting in a catalytic activity for the Michael addition of nitromethane with alpha,beta-unsaturated carbonyl compounds.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available