Communication
ChemComm
Pd@PPPP-2, Pd(OAc)
2
@COF-300 and Pd/H
2
P-Bph-COF, PPOP-1(Pd)
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had comparable catalytic efficiency and structural stability (Table S6,
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6
1
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ESI†). Meanwhile, in comparison with recent homogeneous
a-diimine palladium catalysts, PPOP-1(Pd) possessed incom-
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parable catalytic stability and outstanding activity. The super-
ior catalytic performance of PPOP-1(Pd) was attributed to the
stable porous structure, high porosity, orderly alternate active
sites for Suzuki coupling reactions and direct C–H arylation
reactions, and dense active sites.
2
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To test the catalytic stability, five successive reaction cycles
were conducted on the PPOP-1(Pd) catalyst with bromobenzene
and 2-thiopheneboronic acid as the reactants. The PPOP-1(Pd)
catalyst could be easily recovered by centrifugation and filtra-
tion during the stability test. The yield showed a slight decrease
as the cycle number increased (Fig. S15, ESI†). After the stability
test, the PPOP-1(Pd) catalyst was collected and examined by
TEM. The TEM image (Fig. S16, ESI†) showed that the morphology
of the PPOP-1(Pd) catalyst did not show an obvious change after
five runs. These results proved the excellent recyclability of the
PPOP-1(Pd) catalyst.
In conclusion, a novel bifunctional porphyrin-based porous
a-diimine polymer with high thermal and chemical stability
has been synthesized by imine condensation. It exhibited
brilliant tandem catalytic activity towards C–H arylation and
Suzuki coupling reactions. The tunable porosity and function-
ality, and the predicable configuration of the porous organic
polymer offered a highly promising strategy to produce catalysts
with high activity and integrated different active sites for multiple-
step chemical conversions. Studies toward the preparation of such
new heterogeneous catalysts are underway.
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Conflicts of interest
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There are no conflicts to declare.
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