Introducing self-assembly strategies
into the construction of catalysts
has been proven to have great advantages in asymmetric catalysis.
We constructed two chiral metalla-triangles by highly efficient coordination-driven
self-assembly from a chiral 3,3′-dipyridyl-substituted BINOL
donor. They were successfully applied in asymmetric conjugate addition
of a series of α,β-unsaturated ketones with trans-styrylboronic acids. The use of these metalla-triangles as supramolecular
catalysts is obviously conducive to the enhancement of catalytic activity
and stereoselectivity in the presented addition reactions. Under induction
of the chiral metalla-triangles, an array of α,β-enones
were converted to chiral γ,δ-unsaturated ketones in medium
to quantitative yields (40–98%) with high enantioselectivities
(87–96% ee).
A fluorescent supramolecular polymer with aggregation induced emission properties formed by crown ether-based host-guest interactions was prepared. It can be used as a 10 fluorescent sensor for Pd 2+ ions.Supramolecular polymers, the integration of polymer science and supramolecular chemistry, have received much more attentions during last decade. 1 Compared with traditional covalent bonds linked polymers, supramolecular polymers whose repeating units 15
Condensation of an (S)- or (R)-BINOL-derived dialdehyde and tris(2-aminoethyl)amine produced chiral [2+3] imine cages, which were further reduced to furnish more stable chiral amine cages and applied in enantioselective recognition...
A new class of aza-crown
ether-derived chiral BINOL catalysts were
designed, synthesized, and applied in the asymmetric Michael addition
of alkenylboronic acids to α,β-unsaturated ketones. It
was found that introducing aza-crown ethers to the BINOL catalyst
could achieve apparently higher enantioselectivity than a similar
BINOL catalyst without aza-crown ethers did, although the host–guest
complexation of alkali ions by the aza-crown ethers could not further
improve the catalysis effectiveness. Under mediation of the aza-crown
ether-derived chiral BINOL and in the presence of a magnesium salt,
an array of chiral γ,δ-unsaturated ketones were furnished
in good enantioselectivities (81–95% ees).
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