A Convenient Synthesis of Haematoporphyrin Ester-Ethers under Ultrasound Irradiation

Xu, Shuping; Hu, Bingcheng; Qiaoli, Cui; Sun, Chengguo; Liu, Zuliang

doi:10.3184/174751911x13099592990927

Cited by 3 publications

(1 citation statement)

References 23 publications

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“…Metallodeuteroporphyrin dimethyl esters (MDPDMEs, 14a-e) (Figure 7) were synthesized according to our routes and were identified by 1 H NMR, IR, MS, and UV-Vis. 27,45,48,49 Aerobic oxidation procedure Aerobic oxidation of α-pinene was carried out in a 250 mL four-necked glass flask containing a reflux condenser, a thermometer, and a breather pipe. The mixture was agitated and heated with an electromagnetic heating stirrer apparatus.…”

Section: Chemicals and Reagentsmentioning

confidence: 99%

Selective aerobic allylic oxidation of α-pinene catalyzed by metalloporphyrins in the absence of solvents and additives

Dong

Wang

et al. 2019

Journal of Chemical Research

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Selective aerobic oxidation of α-pinene to high-value products is a major challenge in chemistry. Metalloporphyrins are proved to be selective catalysts for aerobic oxidation of simple hydrocarbons. Herein, we extend this method to more complex substrates using metallodeuteroporphyrins as model catalysts. It was found that the oxidation occurs mainly on the C=C and allylic C–H bonds of α-pinene influenced by the reaction temperature, reaction time, catalyst concentration, and oxygen flow rate. Allylic C–H oxidation products are obtained with a maximum selectivity value of 78.4% using the following reaction conditions: 105°C, 7 h, 5 ppm, and 60 mL/min. The influence of the metal nuclei of the metallodeuteroporphyrins on this reaction is also investigated. It was found that metallodeuteroporphyrins with Fe3+ as the metal nucleus exhibit the highest catalytic activity.

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Section: Chemicals and Reagentsmentioning

confidence: 99%

Selective aerobic allylic oxidation of α-pinene catalyzed by metalloporphyrins in the absence of solvents and additives

Dong

Wang

et al. 2019

Journal of Chemical Research

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Selective aerobic hydroxylation of p-menthane to dihydroterpineols catalyzed by metalloporphyrins in solvent and additive free system

Zhao

et al. 2015

Catalysis Communications

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A facile synthesis and application of protoporphyrin derivatives on reducing the tobacco specific N-nitroamines levels of smoke

Tao

Wang

et al. 2013

J. Porphyrins Phthalocyanines

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Two protoporphyrin derivatives were prepared by a facile method using inexpensive hemin as starting material. They were added to cigarette filters to reduce the carcinogenic tobacco specific N-nitroamines (TSNAs), especially toward NNK (4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone) and NNN (N-nitrosonornicotine) for environment protection and public health. The reduction level of TSNAs was reached to 37.6% from MSS, with greater reductions when more porphyrin was included in the filter. The decrease level for NNK by protoporphyrin derivatives is more effective than NNN. The interaction between protoporphyrin derivatives and TSNAs (NNK and NNN) were investigated by fluorescence spectra and UV-visible titration. The correlation coefficients were 0.978~0.997 and the binding constants was the scope from 1.26 × 103 to 4.04 × 104. The interaction mechanisms between protoporphyrin derivatives and, NNK and NNN are possibly the co-interaction of hydrogen bond binding and strong π–π stacking.

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A Convenient Synthesis of Haematoporphyrin Ester-Ethers under Ultrasound Irradiation

Abstract: A convenient approach to the synthesis of haematoporphyrin ester-ethers from haemin under ultrasound irradiation has been developed. This method provides several advantages such as shorter reaction time, high yields and environmental friendliness.

Cited by 3 publications

References 23 publications

Selective aerobic allylic oxidation of α-pinene catalyzed by metalloporphyrins in the absence of solvents and additives

Selective aerobic allylic oxidation of α-pinene catalyzed by metalloporphyrins in the absence of solvents and additives

Selective aerobic hydroxylation of p-menthane to dihydroterpineols catalyzed by metalloporphyrins in solvent and additive free system

A facile synthesis and application of protoporphyrin derivatives on reducing the tobacco specific N-nitroamines levels of smoke

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