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Selective epoxidation of linear terminal olefins with metalloporphyrins under mild conditions

Xiaoguang BAI, Yuanbin SHE

《化学科学与工程前沿（英文）》 2009年第3卷第3期页码 310-313 doi: 10.1007/s11705-009-0168-7

摘要： The epoxidation of linear terminal olefins with metalloporphyrins in the presence of dioxygen and isobutyraldehyde under ambient temperature and atmospheric pressure was investigated. The results show that all olefins could be smoothly converted to epoxides with high selectivities (70%-90%). For the metalloporphyrins with different catalytic activities within 1-hexene epoxidation in the order of Fe>Mn>Co, T( -Cl)PPFe(Ⅲ)Cl was most effective, with a 41.7% yield and 80.2% selectivity of 1,2-epoxyhexane. Various amounts of catalyst were investigated, and it was found that with only 10 ppm catalyst the yield of 1,2-epoxyhexane and turnover number (TON) could reach up to 41.9% and 41859, respectively.

关键词： metalloporphyrins olefins dioxygen epoxidation

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Selective oxidation of o -nitrotoluene to o -nitrobenzaldehyde with metalloporphyrins as biomimetic catalysts

Xinling WANG, Yuanbin SHE,

《化学科学与工程前沿（英文）》 2009年第3卷第4期页码 453-456 doi: 10.1007/s11705-009-0167-8

摘要： Selective oxidation of -nitrotoluene to -nitrobenzaldehyde with metalloporphyrins as biomimetic catalysts was studied. The peripheral substituent around porphyrin rings and various process parameters of NaOH concentration, reaction temperature, reaction time and oxygen pressure all affect the selectivity of -nitrobenzaldehyde. Further, 82.0% selectivity of -nitrobenzaldehyde was achieved under the optimum conditions: 1.0×10mol•L of T(-NO)PPFeCl catalyst, 2.5mol•L of NaOH, 0.2mol•L of -nitrotoluene, 45°C and 2.0MPa for 6h.

关键词： -nitrobenzaldehyde temperature biomimetic selectivity pressure

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Study on a green synthetic method of TRPPMCl (M= Fe, Mn, Co)

Jing FAN, Yuanbin SHE, Aixin WANG

《化学科学与工程前沿（英文）》 2009年第3卷第2期页码 222-223 doi: 10.1007/s11705-009-0059-y

摘要： A green synthetic method using mixted solvents of di-methyl formamide(DMF) and acids instead of single DMF to synthesize metalloporphyrins(TRPPMCl) from TRPPH and MCl metallization was proposed in this paper. A series of TRPPMCl (M= Fe, Mn, Co) were synthesized through this innovative synthetic method, and these complexes were characterized with various spectroscopic techniques, including IR and UV-Vis spectroscopy. The results showed that the metallization time was markedly reduced from about 10 h to 0.5 h in contrast with the conventional synthetic methods.

关键词： TRPPMCl metalloporphyrins green synthesis acid

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Co anchored on porphyrinic triazine-based frameworks with excellent biocompatibility for conversion of CO in H-mediated microbial electrosynthesis

《化学科学与工程前沿（英文）》 2022年第16卷第12期页码 1761-1771 doi: 10.1007/s11705-022-2195-6

摘要： Microbial electrosynthesis is a promising alternative to directly convert CO₂ into long-chain compounds by coupling inorganic electrocatalysis with biosynthetic systems. However, problems arose that the conventional electrocatalysts for hydrogen evolution may produce extensive by-products of reactive oxygen species and cause severe metal leaching, both of which induce strong toxicity toward microorganisms. Moreover, poor stability of electrocatalysts cannot be qualified for long-term operation. These problems may result in poor biocompatibility between electrocatalysts and microorganisms. To solve the bottleneck problem, Co anchored on porphyrinic triazine-based frameworks was synthesized as the electrocatalyst for hydrogen evolution and further coupled with Cupriavidus necator H16. It showed high selectivity for a four-electron pathway of oxygen reduction reaction and low production of reactive oxygen species, owing to the synergistic effect of Co–N_x modulating the charge distribution and adsorption energy of intermediates. Additionally, low metal leaching and excellent stability were observed, which may be attributed to low content of Co and the stabilizing effect of metalloporphyrins. Hence, the electrocatalyst exhibited excellent biocompatibility. Finally, the microbial electrosynthesis system equipped with the electrocatalyst successfully converted CO₂ to poly-β-hydroxybutyrate. This work drew up a novel strategy for enhancing the biocompatibility of electrocatalysts in microbial electrosynthesis system.

关键词： microbial electrosynthesis hydrogen evolution reaction metalloporphyrins biocompatibility CO₂ conversion