1046799-86-3Relevant academic research and scientific papers
[RhIIIcp*]-catalyzed dehydrogenative aryl-aryl bond formation
Wencel-Delord, Joanna,Nimphius, Corinna,Patureau, Frederic W.,Glorius, Frank
, p. 2247 - 2251 (2012/04/10)
Directed, undirected! Rhodium(III)-catalyzed double CH bond activation (one directed, one undirected) provides an efficient route to biaryls (see scheme; DG=directing group). Significant kinetic isotope effects for both reaction partners and H/D scrambling between them are interesting experimental findings. While the mechanism is still unclear, a rhodium(V) species is invoked in the catalytic cycle. Copyright
Acceleration of amide bond rotation by encapsulation in the hydrophobic interior of a water-soluble supramolecular assembly
Pluth, Michael D.,Bergman, Robert G.,Raymond, Kenneth N.
experimental part, p. 7132 - 7136 (2009/05/09)
(Chemical Equation Presented) The hydrophobic interior cavity of a self-assembled supramolecular assembly exploits the hydrophobic effect for the encapsulation of tertiary amides. Variable-temperature 1H NMR experiments reveal that the free energy barrier for rotation around the C-N amide bond is lowered by up to 3.6 kcal/mol upon encapsulation. The hydrophobic cavity of the assembly is able to stabilize the less polar transition state of the amide rotation process. Carbon-13 labeling studies showed that the 13C NMR chemical shift of the carbonyl resonance increases with temperature for the encapsulated amides, which suggests that the assembly is able to favor a twisted form of the amide.
