10.1002/adsc.201800730
Advanced Synthesis & Catalysis
Innovation Project (Natural Science) of Guangdong Colleges and
Universities (2016KTSCX004).
Conclusion
In summary, a tin porphyrin-based porous aromatic
framework (SnPor@PAF) was successfully designed
and synthesized, and it was found to be an efficient
heterogeneous photosensitizer for selective photo-
oxidation of sulfides to the corresponding sulfoxides
under ambient conditions. Additionally, because of
its robust and rigid framework, heterogeneous
SnPor@PAF can be easily recycled and reused for at
least four runs without an obvious decrease in
catalytic efficiency. Subsequently, assessments that
included a variety of emission quenching experiment,
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Synthesis of SnPor@PAF:[21] 5,10,15,20-tetrakis-(4-
bromophenyl)porphyrin tin chloride (SnTBPP) (1.79 g,
1.60 mmol) was added to a solution of 2,2’-bipyridyl (1.13
g, 7.25 mmol), 1,5-cyclooctadiene (0.78 g, 7.25 mmol),
and bis(1,5-cyclooctadiene)nickel(0) (2.00 g, 7.25 mmol)
in anhydrous DMF/1,4-dioxide (48 mL/72 mL) under a
nitrogen atmosphere, and then the mixture was stirred at 25
oC for 24 h. After the reaction, 3 M HCl solution (40 mL)
was dropwise added into the mixture, and then was stirred
for 6 h. The solid was gathered and washed with DMF,
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implemented via Soxhlet extraction using THF and CHCl3
o
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SnPor@PAF, which was a dark-purple powder (1.53 g,
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General procedure for photooxidation of sulfides or
primary amines: The corresponding sulfides or primary
amines (1.0 mmol) and photosensitizer in 20 mL of a
mixed solvent of H2O/ACN (1:1, v/v) were stirred at room
temperature in an O2 atmosphere under irradiation of a
white LED lamp (400-800 nm, 90 mW/cm2). After the
reaction was complete, the mixture was filtered, and the
filtrate were extracted three times using CH2Cl2 and dried
anhydrous MgSO4. The resulting organic phase was
evaporated under vacuum to gain the desired product
without further purification unless pointed out. Part of the
product was quantified using GC-MS analysis, and another
1
part was characterized via H and 13C NMR using CDCl3
as solvent.
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The authors thank the financial support from the National
Natural Science Foundation of China (21676306 and 21425627),
the National Key Research and Development Program of China
(2016YFA0602900), the Natural Science Foundation of
Guangdong Province (2016A030310211), and the Characteristic
8
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