Metal-Free Photocatalysts C3N3S3 and its Polymers: Solubility in Water and Application in Benzylic Alcohols Oxidation Under Visible Light

Metal-free photocatalysts trithiocyanuric acid (C3N3S[Formula: see text] and its polymers were one-step synthesized and used for selective aerobic oxidation of benzyl alcohol under visible light. The S–S bridged C3N3S3 polymers showed higher oxidation activity with increasing polymerization time and reached a maximum at 40[Formula: see text]h. As a major factor, catalysts’ solubility in water at different temperatures (from 298.15[Formula: see text]K to 368.15[Formula: see text]K) was measured at atmospheric pressure. The obtained data were correlated by polynomial empirical equation and modified Apelblat equation, respectively. Experimental results proved that the solubility of C3N3S3 and its polymers increased with increasing temperature. The solubility of C3N3S3 polymers with lower polymerization degree (DP) were better than that of parent C3N3S3 owing to the hydrophilicity caused by a low symmetry and disorder structure, whereas the higher DP could lead to the decrease of polymer solubility and further affect the photocatalytic activity. Thermodynamic properties of the solution system including the enthalpy ([Formula: see text] and heat capacity ([Formula: see text]) were calculated by the modified Apelblat equation.

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Metal-free visible-light-induced aerobic oxidation of α-diazoesters leading to α-ketoesters in air

Organic Chemistry Frontiers ◽

10.1039/d0qo01587c ◽

2021 ◽

Author(s):

Ruisheng Liu ◽

Qishun Liu ◽

Haoran Meng ◽

Hongyu Ding ◽

Jindong Hao ◽

...

Keyword(s):

Visible Light ◽

Room Temperature ◽

Aerobic Oxidation ◽

Metal Free

A metal-free and visible-light-induced strategy has been established for the construction of α-ketoesters via aerobic oxidation of α-diazoesters with dioxygen in air at room temperature.

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Visible-light photocatalytic aerobic oxidation of sulfides to sulfoxides with a perylene diimide photocatalyst

Organic & Biomolecular Chemistry ◽

10.1039/c9ob00945k ◽

2019 ◽

Vol 17 (30) ◽

pp. 7144-7149 ◽

Cited By ~ 3

Author(s):

Yueying Gao ◽

Huan Xu ◽

Shiwei Zhang ◽

Yan Zhang ◽

Chunlei Tang ◽

...

Keyword(s):

Visible Light ◽

Aerobic Oxidation ◽

Perylene Diimide ◽

Metal Free ◽

Oxidation Of Sulfides ◽

Visible Light Photocatalytic

Under visible light, a metal-free aerobic selective sulfoxidation photosensitized by a perylene diimide photocatalyst has been developed.

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Metal-free g-C 3 N 4 photocatalyst by sulfuric acid activation for selective aerobic oxidation of benzyl alcohol under visible light

Materials Research Bulletin ◽

10.1016/j.materresbull.2014.06.021 ◽

2014 ◽

Vol 59 ◽

pp. 84-92 ◽

Cited By ~ 45

Author(s):

Ligang Zhang ◽

Di Liu ◽

Jing Guan ◽

Xiufang Chen ◽

Xingcui Guo ◽

...

Keyword(s):

Sulfuric Acid ◽

Visible Light ◽

Benzyl Alcohol ◽

Aerobic Oxidation ◽

Acid Activation ◽

Metal Free ◽

Oxidation Of Benzyl Alcohol ◽

Selective Aerobic Oxidation

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Metal-free photocatalytic aerobic oxidation of biomass-based furfural derivatives to prepare γ-butyrolactone

Green Chemistry ◽

10.1039/d0gc04234j ◽

2021 ◽

Author(s):

Rui Zhu ◽

Gongyu Zhou ◽

Jia-nan Teng ◽

Wanying Liang ◽

Xinglong Li ◽

...

Keyword(s):

Visible Light ◽

Room Temperature ◽

Aerobic Oxidation ◽

Metal Free ◽

Mild Conditions ◽

Photocatalytic System

A heterogeneous metal-free photocatalytic system was developed for photocatalytic aerobic oxidation of biomass-based furfural derivatives to prepare γ-butyrolactone under mild conditions (visible light, room temperature, no base, and O2 balloon).

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Visible-Light-Promoted Metal-Free Aerobic Oxidation of Primary Amines to Acids and Lactones

Chemistry - A European Journal ◽

10.1002/chem.201604440 ◽

2016 ◽

Vol 22 (49) ◽

pp. 17566-17570 ◽

Cited By ~ 14

Author(s):

Xiaokai Cheng ◽

Bo Yang ◽

Xingen Hu ◽

Qing Xu ◽

Zhan Lu

Keyword(s):

Visible Light ◽

Aerobic Oxidation ◽

Primary Amines ◽

Metal Free

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Solubility of dicarbohydrazide bis[3-(5-nitroimino-1,2,4-triazole)] in common pure solvents and binary solvents at different temperatures

Royal Society Open Science ◽

10.1098/rsos.190728 ◽

2019 ◽

Vol 6 (11) ◽

pp. 190728

Author(s):

Jianrong Ren ◽

Dong Chen ◽

Yanwu Yu ◽

Hongzhen Li

Keyword(s):

Atmospheric Pressure ◽

Dynamic Method ◽

Polynomial Equation ◽

Binary Solvents ◽

Dissolution Enthalpy ◽

Experiment Data ◽

Apelblat Equation ◽

Dissolution Entropy ◽

Different Temperatures ◽

Increasing Temperature

The solubility of dicarbohydrazide bis[3-(5-nitroimino-1,2,4-triazole)] (DCBNT) was first measured under the different pure solvents and binary solvents by the dynamic method over the temperature range of 290–360 K at atmospheric pressure. Results in all the solvents were positively correlated with temperature, namely increased with increasing temperature. The experiment data were correlated by the Apelblat equation, the Yaws equation and the polynomial equation. The conclusion showed that these three models all agreed well with the experimental data. Simultaneously, the dissolution enthalpy, dissolution entropy and Gibbs free energy of DCBNT in different solvents were calculated from the solubility data by using the Apelblat model. The results indicate that the dissolution process of DCBNT in these solvents is driven by entropy, which provides theoretical guidance for further research on the crystallization of DCBNT.

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Metal-free visible-light-mediated aerobic oxidation of silanes to silanols

Science China Chemistry ◽

10.1007/s11426-018-9289-9 ◽

2018 ◽

Vol 61 (12) ◽

pp. 1594-1599 ◽

Cited By ~ 4

Author(s):

Jing Wang ◽

Bin Li ◽

Li-Chuan Liu ◽

Chenran Jiang ◽

Tao He ◽

...

Keyword(s):

Visible Light ◽

Aerobic Oxidation ◽

Metal Free

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Chalcones: A Solubility Study at Different Temperatures

International Letters of Chemistry Physics and Astronomy ◽

10.18052/www.scipress.com/ilcpa.31.7 ◽

2014 ◽

Vol 31 ◽

pp. 7-19

Author(s):

Ankita A. Bhalu ◽

Kapil D. Bhesaniya ◽

Nayan J. Vekariya ◽

Shipra H. Baluja

Keyword(s):

Gravimetric Method ◽

Aromatic Aldehydes ◽

Solubility Study ◽

Apelblat Equation ◽

Modified Apelblat Equation ◽

Aryl Ketones ◽

Different Temperatures ◽

Experimental Solubility Data ◽

Hoff Equation ◽

Structure In Solution

Some new chalcones are synthesized by the condensation of aryl ketones with aromatic aldehydes and solubility of these synthesized chalcones is determined in chloroform and dichloromethane at temperatures ranging between 293.15 K and 313.15 K by gravimetric method. The experimental data was correlated well with modified Apelblat equation. Further, from the experimental solubility data, some thermodynamic parameters such as dissolution enthalpy, Gibb’s energy and entropy etc. were evaluated using van’t Hoff equation. The positive Gibb’s energy and negative entropy suggests spontaneous dissolution and more ordered structure in solution.

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Regioselective C3-H Trifluoromethylation of 2H-Indazole Under Transition-Metal-Free Photoredox Catalysis

10.26434/chemrxiv.7796603.v1 ◽

2019 ◽

Cited By ~ 1

Author(s):

Arumugavel Murugan ◽

Venkata Nagarjuna Babu ◽

Nagaraj Sabarinathan ◽

Sharada Duddu. S

Keyword(s):

Transition Metal ◽

Visible Light ◽

Practical Approach ◽

Hypervalent Iodine ◽

Radical Mechanism ◽

Photoredox Catalysis ◽

Metal Free

Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.

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