A supramolecular photocatalyst composed of a polyoxometalate and a photosensitizing water-soluble porphyrin diacid for the oxidation of organic substrates in water

2018 ◽  
Vol 20 (9) ◽  
pp. 1975-1980 ◽  
Author(s):  
Tomoya Ishizuka ◽  
Shumpei Ohkawa ◽  
Hidemi Ochiai ◽  
Muneaki Hashimoto ◽  
Kei Ohkubo ◽  
...  

A water-soluble porphyrin (H416+) forms stable supramolecular assemblies with polyoxometalates to show photocatalytic substrate oxidation.

2014 ◽  
Vol 30 (3) ◽  
pp. 379-382 ◽  
Author(s):  
Qiang Fei ◽  
Chunyu Wang ◽  
Baojun Wang ◽  
Hui Xu ◽  
Guanghua Li ◽  
...  

1986 ◽  
Vol 130 (6) ◽  
pp. 555-559 ◽  
Author(s):  
U. Hofstra ◽  
R.B.M. Koehorst ◽  
T.J. Schaafsma

2018 ◽  
Vol 196 ◽  
pp. 485-491 ◽  
Author(s):  
Julia Elistratova ◽  
Igor Strelnik ◽  
Konstantin Brylev ◽  
Michael A. Shestopalov ◽  
Tatiana Gerasimova ◽  
...  

2010 ◽  
Vol 14 (06) ◽  
pp. 499-508 ◽  
Author(s):  
Manuela Carchesio ◽  
Lucia Tonucci ◽  
Nicola d'Alessandro ◽  
Antonino Morvillo ◽  
Piero Del Boccio ◽  
...  

Water-soluble, metal-tetrasubstituted phthalocyanines ( -SO3H , MPcS and -COOH , MPcC) of platinum and ruthenium were synthesized and their photostability to visible light irradiation was determined. For the ruthenium phthalocyanines, the characteristic visible Q band of the phthalocyanines was almost totally suppressed after five days of irradiation. The platinum derivatives were instead more resistant to photodegradation, and the Q band did not decrease by more than 25%. The addition of carbonyl compounds to the phthalocyanine solution in water (at concentrations at least 1400-fold those of the phthalocyanines) dramatically accelerated the photobleaching of these phthalocyanine complexes. PtPcS turned from blue to green and to colorless with one day of visible-light irradiation in the presence of acetone. This effect decreased with the increase in molecular weight of the ketones (from acetone to 2-pentanone). The addition of alcohols (i.e. 1-butanol) or other organics (i.e. phenylacetic acid) did not affect the photostability of these metal-tetrasubstituted phthalocyanines. Dioxygen also had an important role, as when the solutions of phthalocyanines were carefully deaerated before irradiation, the visible spectra were preserved. The platinum phthalocyanines, as with the palladium analogs, sensitize the photoproduction of 1O2 , as shown by the formation of endoperoxide and its rearranged products in the presence of furfuryl alcohol (a singlet oxygen trapping agent).


Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3363 ◽  
Author(s):  
Aitor Arlegui ◽  
Zoubir El-Hachemi ◽  
Joaquim Crusats ◽  
Albert Moyano

A convenient protocol for the preparation of 5-phenyl-10,15,20-tris(4-sulfonatophenyl)porphyrin, a water-soluble porphyrin with unique aggregation properties, is described. The procedure relies on the one-pot reductive deamination of 5-(4-aminophenyl)-10,15,20-tris(4-sulfonatophenyl)porphyrin, that can be in turn easily obtained from 5,10,15,20-tetraphenylporphyrin by a known three-step sequence involving mononitration, nitro to amine reduction and sulfonation of the phenyl groups. This method provides the title porphyrin in gram scale, and compares very favorably with the up to now only described procedure based on the partial sulfonation of TPP, that involves a long and tedious chromatographic enrichment of the final compound. This has allowed us to study for the first time both the use of its zwitterionic aggregate as a supramolecular catalyst of the aqueous Diels–Alder reaction, and the morphology of the aggregates obtained under optimized experimental conditions by atomic force microscopy and also by transmission electron cryomicroscopy.


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