Excellent stability of Pd/mpg-C3N4 in catalytic hydrodebenzylation of 2,4,6,8,10,12-Hexabenzyl-2,4,6,8,10,12- hexaazaisowurtzitane (HBIW)

Liu, Wei; Li, Shengfu; She, Chongchong; Yang, Yilin; Chen, Shusen; Jin, Shaohua; Chen, Kun

doi:10.1016/j.apcata.2021.118310

Cited by 9 publications

(3 citation statements)

References 36 publications

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“…On the way to sustainable development, photocatalytic oxidation with molecular oxygen offers a promising strategy for green synthesis with reduced pollutants and energy consumption. − The benzyl group has been widely utilized as a protecting group for wide applications in the multistep synthesis of drugs, , dyes, , fine chemicals, and energetic materials, − resulting in widespread attention to debenzylation.…”

Section: Introductionmentioning

confidence: 99%

Photocatalytic Strategy to Realize N-Debenzylation via Aerobic Oxidation Catalyzed by 4CzIPN

Wu,

Kang,

Zhu

et al. 2024

ACS Sustainable Chem. Eng.

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It is a great challenge to remove the N-benzyl protecting group selectively by photocatalytic aerobic oxidation because amides or imines are easily formed from the oxidation of Nbenzylamine. In this study, a visible-light-induced debenzylation in yields of up to 88% was realized with a low catalytic loading of an organophotocatalyst [2 mol % 1,2,3,5-tetrakis(carbazol-9-yl)-4,6dicyanobenzene (4CzIPN)] in the presence of air and HCl under mild conditions. Mechanisms involving two-electron-transfer processes, a proton-transfer process, and a hydrolysis process were proposed based on the experimental studies and density functional theory (DFT) calculations. Acetone plays an important role in the proton-transfer process to promote these debenzylations.

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Section: Introductionmentioning

confidence: 99%

Photocatalytic Strategy to Realize N-Debenzylation via Aerobic Oxidation Catalyzed by 4CzIPN

Wu,

Kang,

Zhu

et al. 2024

ACS Sustainable Chem. Eng.

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“…[35] Carbon nitride (C 3 N 4 ), which can be prepared by simple thermal polymerization, exhibits high thermal and chemical stability to acids and bases. Moreover, owing to the nitrogenrich structure of C 3 N 4 , the interaction widely existed between the electron pairs of nitrogen atoms and the metal when C 3 N 4 was used as the carrier of the heterogeneous catalysts, [36][37] which may not only result into the stable deposition stably and uniform dispersion on C 3 N 4 but also improve the electron conduction between the carrier and the metal center. Consequently, C 3 N 4 is a good candidate for heterogenous catalytst for application in green and sustainable catalytic processes.…”

Section: Introductionmentioning

confidence: 99%

Palladium‐Silver Alloys Deposited on Different Carriers for Dehydrogenation of Formic Acid

Zeng,

Li,

Zhang

et al. 2024

ChemistrySelect

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Hydrogen (H2) is recognized as a clean energy carrier with great potential for the future energy systems. Given the existing challenges in direct H2 storage and delivery, the current option for utilizing hydrogen energy is to produce hydrogen from its storage carriers on‐site, and the development of a highly active, highly selective, and highly stable catalyst for H2 production is an important part of this. Herein, PdAg alloy was deposited on mesoporous carbon nitride (mpg‐C3N4) as a catalyst for the dehydrogenation of the formic acid (FA). The synergistic effect of Pd and Ag metals for catalysis was explored. The role of the supports on the catalytic performance was also demonstrated by depositing PdAg alloy on several carriers of Silica@Resorcinol‐Formaldehyde Spheres, Carbon Flower Particles and SBA‐15. Pd1Ag1/2/mpg‐C3N4 showed a considerable activity during FA dehydrogenation with a turnover frequency (TOF) value of 887 h−1 at 333 K, demonstrating that carbon nitride as a carrier has a significant enhancement on the catalytic hydrogen production from formic acid.

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“…Very recently, our group has deposited palladium onto the mesoporous g-C 3 N 4 to obtain Pd/g-C 3 N 4 , which exhibited higher performance and better stability than Pd/C in the hydrodebenzylation of HBIW. [20] Because the preparation of mesoporous g-C 3 N 4 is time-consuming, the palladium was deposited onto the C 3 N 4 nanosheet, which can be prepared easily and on large scale, to prepare Pd/g-C 3 N 4 NS as catalysts. After Pd/g-C 3 N 4 NS was characterized thoroughly, its catalytic performance was evaluated in terms of kinetic and yield on the hydrogenolysis of HBIW(Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Role of the Bromide on the Hydrodebenzylation of 2,4,6,8,10,12‐Hexabenzyl‐2,4,6,8,10,12‐hexaazaisowurtzitane (HBIW)

et al. 2022

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The catalytic hydrogenolysis of 2,4,6,8,10,12‐hexabenzyl‐2,4,6,8,10,12‐hexaazaisowurtzitane (HBIW) over Pd‐based catalysts in the ternary solvents of acetic anhydride, bromobenzene (PhBr) and N, N’‐dimethylformamide (DMF) was the key step for producing 2,4,6,8,10,12‐hexanitro‐2,4,6,8,10,12‐hexaazaisowurtzitane (HNIW or CL‐20). However, the role of the bromobenzene is still allusive. Herein, Pd/graphite carbon nitride nanosheets (g‐C3N4 NS) was used in the hydrogenolysis of HBIW under the atmospheric pressure, and exhibited a yield of 80 % as well as a faster debenzylation rate than Pd/C. By the virtue of the kinetic study, the effect of the bromide, solvent and proton on the debenzylation rate was investigated and discussed. The bromide worked as a co‐catalyst to promote the desorption of the product of the hydrogenolysis from the surface of the palladium nanoparticle. The observation benefits for elucidating the reaction mechanism and may inspire the design of the novel catalysts for the hydrogenolysis of HBIW.

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Excellent stability of Pd/mpg-C3N4 in catalytic hydrodebenzylation of 2,4,6,8,10,12-Hexabenzyl-2,4,6,8,10,12- hexaazaisowurtzitane (HBIW)

Cited by 9 publications

References 36 publications

Photocatalytic Strategy to Realize N-Debenzylation via Aerobic Oxidation Catalyzed by 4CzIPN

Photocatalytic Strategy to Realize N-Debenzylation via Aerobic Oxidation Catalyzed by 4CzIPN

Palladium‐Silver Alloys Deposited on Different Carriers for Dehydrogenation of Formic Acid

Role of the Bromide on the Hydrodebenzylation of 2,4,6,8,10,12‐Hexabenzyl‐2,4,6,8,10,12‐hexaazaisowurtzitane (HBIW)

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