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A MOF that merges Cu and Ru photocatalysis
CR–BPY1 places copper ions next to a Ru-substituted polyoxometalate so N-phenyl-THIQ and ketones couple under an 18 W lamp with pore size-selectivity.
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What two catalyses are merged in one MOF?
Copper catalysis and ruthenium photocatalysis.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
What C–C reaction is demonstrated?
Photocatalytic oxidative coupling with excellent size-selectivity in the channels.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
What yield did N-phenyl-THIQ + nitromethane give?
90% after 24 h under an 18 W fluorescent lamp.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
Is CR–BPY1 heterogeneous?
Yes—filtration after 18 h shuts the reaction down.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
How well does it recycle?
At least three times, 90% → 82% yield.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
What happens with a bulky ketone?
Less than 10% conversion because it cannot enter the channels.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
How do homogeneous Cu or POM controls compare?
39%, 25%, and 42% conversions versus the MOF.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
What IR shift shows acetophenone activation?
C=O moves to 1679 cm−1 from 1685 cm−1 free ketone.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
What does the Ru site do versus the Cu site?
Ru makes the iminium from the amine; Cu coordinates the ketone enol nucleophile.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
Are both light and catalyst required?
Dark or no catalyst gives almost no or only a slow background reaction.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified
Does grinding help much?
2 μm crystals cut the time by about 10% for the same conversion.
Source: Merging of the photocatalysis and copper catalysis in metal-organic frameworks for oxidative C-C bond formation · DOI · quote verified