- A novel, high-yielding synthesis of meso-substituted porphyrins via the direct arylation of porphine
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A new method for the synthesis of meso-substituted porphyrins is described: reaction of 5,10,15,20-tetrabromoporphine magnesium complex with aryl or heteroaryl boronic acids in the presence of Pd(PPh3)4 gave meso-substituted porphyri
- Shi, Dong-Fang,Wheelhouse, Richard T.
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Read Online
- A four-phenyl porphine preparation method
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The invention discloses a preparation method of meso-tetraphenylchlorin. The preparation method comprises the steps that 1, a mixed solution of pyrrole and aromatic aldehyde is prepared for standby; 2, a solvent is added into a polymerization reactor, nitrogen displacement is conducted till the concentration of tail oxygen is lower than 1%, the solvent is heated to backflow, the mixed solution obtained in the first step starts to be dropwise added, a reaction is started, after the mixed solution is dropwise added completely, the reaction is continuously conducted for 0.05 h to 0.5 h, and then the reaction is stopped; 3, oxygen-containing gas with the oxygen volume fraction ranging from 5% to 100% is fed into the polymerization reactor for oxidation, cooling is conducted after the oxidation is completed, filtration is conducted to obtain a filter cake and filtrate, and a product is obtained after the filter cake is washed and dried. The preparation method of the meso-tetraphenylchlorin has the advantages that the yield is high, safety and environmental protection are achieved, separation and purification are easy, and the product quality is stable.
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Paragraph 0060; 0096-0102
(2018/03/26)
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- A four-phenyl porphine production method (by machine translation)
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The invention discloses a production method for tetraphenyl porphin. The production method includes the steps that 1, pyrrole and aromatic aldehyde are prepared into a mixed solution for standby application; 2, solvent is added into a polymerization reactor, the pressure of the polymerization reactor is maintained at 1-5 atm, the mixed solution obtained in the step 1 starts to be dripped to start a polymerization reaction, after the reaction is finished, reaction products are cooled to normal temperature, and filter liquor and a filter cake are obtained through filtration; 3, the filter cake obtained in the step 2 and propionic acid are added into an oxidation reactor, oxygen-containing gas is introduced to carry out an oxidation reaction, cooling is carried out after oxidation is finished, a solid and filter liquor are obtained through filtration, and the solid is washed and dried to obtain the tetraphenyl porphin. The production method has the advantages of being high in yield, safe and environmentally friendly, separation and purification are easy, and the production quality is stable.
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Paragraph 0059-0062; 0087-0094
(2020/02/07)
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- Synthetic method of porphyrin and porphyrin derivative
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The invention discloses a synthetic method of porphyrin and a porphyrin derivative. According to the method, a reaction separation synchronous reactor is used to prepare porphyrin and the porphyrin derivative. The reaction separation synchronous reactor includes a stirring reaction tower and a constant-temperature settlement tower connected to the bottom of the stirring reaction tower. The method comprises: adding a mixed raw material of pyrrole, a benzaldehydes compound, organic carboxylic acid and DMF in the reaction separation synchronous reactor till the reaction zone of the constant-temperature settlement tower and the stirring reaction tower is filled with the mixed raw material, controlling the temperature in the stirring reaction tower in a range of 130-155 DEG C and controlling the temperature of the constant-temperature settlement tower in a range of 50-80 DEG C, and obtaining the porphyrin or porphyrin derivative precipitation from the constant-temperature settlement tower. According to the method, no complicated separation means is adopted, and high-purity porphyrin is obtained at a high yield. The method allows industrial production to be easily achieved.
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Paragraph 0041-0044
(2017/07/21)
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- Efficient synthesis of meso-tetraarylporphyrins using i2 as catalyst and ibx as oxidant
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meso-Tetraarylporphyrins are synthesized from pyrrole and substituted benzaldehydes by a catalytic amount of I2 as catalyst and o-iodoxybenzoic acid (IBX) as oxidant in two steps and one flask. The advantages of this method include the use of inexpensive and easily available catalyst, avoidance of heavy consumption of CH2Cl2, innocuous oxidant, and good yields.
- Liu, Fenghua,Duan, Le,Wang, Yu-Lu,Zhang, Qian,Wang, Jin-Ye
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experimental part
p. 3990 - 3998
(2009/12/24)
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- Novel synthesis of meso-tetraarylporphyrins by using I2 as catalyst and air as oxidant under thermal or UV conditions
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An efficient and novel synthesis of meso-tetraarylporphyrins is accomplished through iodine-catalyzed condensation of pyrrole, and aryl aldehydes and subsequent oxidation by air under thermal or ultraviolet (UV) irradiation conditions. The advantages of this procedure include good yields and a green nature. Copyright
- Duan, Le,Wang, Yu-Lu,Fan, Xue-Sen,Wang, Jin-Ye
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p. 112 - 113
(2008/09/20)
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- Novel synthesis of meso-tetraarylporphyrins using CF3SO 2Cl under aerobic oxidation
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meso-Tetraarylporphyrins are synthesized from pyrrole and aryl aldehydes cleanly and efficiently in one pot at room temperature using equimolar amount of CF3SO2Cl in the presence of air as oxidant. By this novel method 5,10,15,20-tetraarylporphyrins can be prepared in excellent yields.
- Sharghi, Hashem,Nejad, Alireza Hassani
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p. 1863 - 1868
(2007/10/03)
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- Synthesis of meso-tetraarylporphyrins in air with silica chloride as catalyst
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Meso-tetraarylporphyrins (14 examples) are prepared efficiently by condensation of pyrrole with aromatic aldehydes in the presence of silica chloride, followed by air oxidation. The method is compared with other published procedures.
- Sharghi, Hashem,Nejad, Ali Reza Hassani
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- Phosphorus pentachloride (PCl5) mediated synthesis of tetraarylporphyrins
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A new synthesis of porphyrins from pyrrole and substituted benzaldehydes is described, with PCl5 as catalyst. Aromatic aldehydes condense irreversibly with pyrrole in the presence of this catalyst, and aerobic oxidation of porphyrinogen provides functionalized porphyrins in yields of 20-65%.
- Sharghi, Hashem,Nejad, Alireza Hassani
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p. 408 - 414
(2007/10/03)
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- Preparation of meso-Tetraarylporphyrins Nitrated in Two Neighboring Aromatic Rings
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Selective nitration of tetraphenylporphyrin (TPP) and its derivatives is reported. The reaction of meso-aryl substituted porphyrins with fuming yellow nitric acid (d = 1.53) at the temperature 0-20°C results in the formation of 5,10-bis(4-nitroaryl)-15,20
- Ostrowski, Stanislaw,Lopuszynska, Beata
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p. 4101 - 4110
(2007/10/03)
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- IMROVED METHOD FOR SYNTHESIS OF SUBSTUTUTED TETRAPHENYLPORPHINS
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Condensation of pyrrole with benzaldehydes in a mixture of xylene and chloroacetic acid gives a series of substituted tetraphenylporphins with yields exeeding the yields of porphyrins synthetized according to known preparative methods.
- Semeikin, A. S.,Koifman, O. I.,Berezin, B. D.
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p. 629 - 632
(2007/10/02)
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