Efficient photocatalytic oxygenation of alkenes by water soluble sensitizer in organic–water biphasic media

2016 ◽  
Vol 20 (06) ◽  
pp. 670-676 ◽  
Author(s):  
Mahdi Hajimohammadi ◽  
Hoda Ghasemi
Keyword(s):  
Methylene Blue ◽  
Visible Light ◽  
Singlet Oxygen ◽  
Molecular Oxygen ◽  
Rose Bengal ◽  
Room Temperature ◽  
Water Soluble ◽  
Oxygen Production ◽  
Oxidation Of Olefins ◽  
Major Route

A new green, environmentally and economically photooxygenation of olefins by molecular oxygen in the presence of 4-carboxyl tetra phenyl porphyrin (H2TCPP), Rose Bengal (RB), Methylene Blue (MB) and some metallosensitizers (MS) such as cobalt phthalocyaninesulfonate (Coph(SO3H)[Formula: see text], MnTCPPCl, FeTCPPCl and SbTPP(OH)2 as water–soluble sensitizers in organic–water biphasic media at room temperature under visible light was illustrated. The products were obtained with 100% conversion by H2TCPP and 100% selectivity by Coph(SO3H)4. Also in this study, singlet oxygen production as the major route for oxidation of olefins was proved.

Synthesis and photodynamic properties of maltohexaose-conjugated porphyrins

2012 ◽  
Vol 16 (11) ◽  
pp. 1177-1185 ◽  
Author(s):  
Yuji Mikata ◽  
Minako Shibata ◽  
Yasuko Baba ◽  
Toyoji Kakuchi ◽  
Misaki Nakai ◽  
...  
Keyword(s):  
Hela Cell ◽  
Visible Light ◽  
Singlet Oxygen ◽  
Cell Line ◽  
Visible Light Irradiation ◽  
Water Soluble ◽  
Hela Cell Line ◽  
Free Base ◽  
Oxygen Production ◽  
Porphyrin Derivatives

A series of porphyrin derivatives with one to four maltohexaose moieties in their meso positions have been synthesized. Zinc or free-base m-THPP (5,10,15,20-tetrakis(m-hydroxyphenyl)-porphyrin) was used as the porphyrin platform. The reaction of m-THPP with 3-iodopropyl nonadecaacetylmaltohexaoside afforded a mixture of all possible combinations of glycoconjugated porphyrins having one to four maltohexaose moieties; monoglycosylated (Ac-1), bisglycosylated (Ac-cis-2 and Ac-trans-2), triglycosylated (Ac-3), and tetraglycosylated (Ac-4) porphyrins were obtained in 11–26% yield. Removal of acetyl groups at maltohexaose moiety afforded highly water-soluble glycoconjugated porphyrins 1–4. Zinc derivatives were synthesized in a similar manner. These maltohexaose-linked porphyrins exhibit remarkable water-solublity (530 mg/mL for 4). The singlet oxygen production ability upon visible light irradiation is not affected by the maltohexaose substitution. Photo- and dark cytotoxicities of the maltohexaose-conjugated porphyrins 1–4 and Zn-1–4 were examined against a HeLa cell line, which showed that the mono-maltohexaosylated derivative (1 and Zn-1) was the most effective photosensitizer for PDT.

Optical Properties of Photodynamic Therapy Drugs in Different Environments: The Paradigmatic Case of Temoporfin

2020 ◽  
Author(s):  
busenur Aslanoglu ◽  
Ilya Yakavets ◽  
Vladimir Zorin ◽  
Henri-Pierre Lassalle ◽  
Francesca Ingrosso ◽  
...  
Keyword(s):  
Drug Delivery ◽  
Optical Properties ◽  
Photodynamic Therapy ◽  
Minimally Invasive ◽  
Visible Light ◽  
Cancer Treatment ◽  
Singlet Oxygen ◽  
Tumor Cells ◽  
Molecular Oxygen ◽  
Computational Tools

Computational tools have been used to study the photophysical and photochemical features of photosensitizers in photodynamic therapy (PDT) –a minimally invasive, less aggressive alternative for cancer treatment. PDT is mainly based by the activation of molecular oxygen through the action of a photoexcited sensitizer (photosensitizer). Temoporfin, widely known as mTHPC, is a second-generation photosensitizer, which produces the cytotoxic singlet oxygen when irradiated with visible light and hence destroys tumor cells. However, the bioavailability of the mostly hydrophobic photosensitizer, and hence its incorporation into the cells, is fundamental to achieve the desired effect on malignant tissues by PDT. In this study, we focus on the optical properties of the temoporfin chromophore in different environments –in <i>vacuo</i>, in solution, encapsulated in drug delivery agents, namely cyclodextrin, and interacting with a lipid bilayer.

Tuning photosensitized singlet oxygen production from microgels synthesized by polymerization in aqueous dispersed media

2019 ◽  
Vol 10 (23) ◽  
pp. 3170-3179 ◽  
Author(s):  
Luca Petrizza ◽  
Mickael Le Bechec ◽  
Emile Decompte ◽  
Hind El Hadri ◽  
Sylvie Lacombe ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Vinyl Acetate ◽  
Rose Bengal ◽  
Oxygen Production ◽  
Polymer Colloids ◽  
Grafted Polymer ◽  
Dispersed Media ◽  
Aqueous Dispersed Media ◽  
Vinyl Benzyl

Miniemulsion copolymerization of vinyl acetate, N-vinylcaprolactam, vinyl benzyl Rose Bengal and divinyl adipate to synthesize switchable photosensitizer-grafted polymer colloids for interfacial photooxygenation reactions.

scholarly journals New polymeric photosensitizers

2001 ◽  
Vol 73 (3) ◽  
pp. 491-495 ◽  
Author(s):  
Maria Nowakowska ◽  
Mariusz Kepczynski ◽  
Krzysztof Szczubialka
Keyword(s):  
Singlet Oxygen ◽  
Polymer Chain ◽  
Rose Bengal ◽  
Quantum Yields ◽  
Oxygen Production ◽  
Oxygen Formation ◽  
Singlet Oxygen Formation

Novel polymeric photosensitizers for singlet oxygen production in water are described. The polymers contain rose bengal (4,5,6,7-tetrachloro-2',4',5',7'­tetraiodo-fluorescein) chromophores covalently attached to the polymer chain. The quantum yields of singlet oxygen formation and photooxidation of phenol in water have been determined. The methods of separation of photosensitizer from the reactants after completion of reaction have been established.

scholarly journals Visible-light-mediated Minisci C–H alkylation of heteroarenes with unactivated alkyl halides using O2 as an oxidant

2019 ◽  
Vol 10 (4) ◽  
pp. 976-982 ◽  
Author(s):  
Jianyang Dong ◽  
Xueli Lyu ◽  
Zhen Wang ◽  
Xiaochen Wang ◽  
Hongjian Song ◽  
...  
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Room Temperature ◽  
Alkyl Halides

Herein, we report a protocol for direct visible-light-mediated Minisci C–H alkylation of heteroarenes with unactivated alkyl halides using molecular oxygen as an oxidant at room temperature.

Visible light-promoted copper catalyzed regioselective acetamidation of terminal alkynes by arylamines

2020 ◽  
Vol 22 (4) ◽  
pp. 1164-1170 ◽  
Author(s):  
V. Kishore Kumar Pampana ◽  
Arunachalam Sagadevan ◽  
Ayyakkannu Ragupathi ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Light Irradiation ◽  
Terminal Alkynes

Herein, we describe a copper photoredox catalyzed synthesis of acetamide via regioselective C–N coupling of arylamines with terminal alkynes using molecular oxygen (O2) as an oxidant at room temperature under visible light irradiation (47 examples).

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