Highly efficient controllable oxidation of alcohols to aldehydes and acids with sodium periodate catalyzed by water-soluble metalloporphyrins as biomimetic catalyst

Ren, Qingyun; Chen, Shaoyun; Zhou, Xiantai; Ji, Hongbing

doi:10.1016/j.bmc.2010.10.026

Cited by 32 publications

(19 citation statements)

References 29 publications

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“…The transformation of primary alcohols to the corresponding aldehydes or carboxylic acids is important for organic synthesis, since these are versatile functional groups which are present in many building blocks [71] (Scheme 18). The oxy-functionalization system with osmium-porphyrins as catalyst regioselectively hydroxylates one of the inactivated tertiary C-H bonds in dihydrofaradiol diacetate to form the corresponding alcohol in 50% yield (Scheme 17).…”

Section: Oxidation Of Alcohols To Carbonyl Compoundsmentioning

confidence: 99%

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Porphyrins as Catalysts in Scalable Organic Reactions

et al. 2016

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Catalysis is a topic of continuous interest since it was discovered in chemistry centuries ago. Aiming at the advance of reactions for efficient processes, a number of approaches have been developed over the last 180 years, and more recently, porphyrins occupy an important role in this field. Porphyrins and metalloporphyrins are fascinating compounds which are involved in a number of synthetic transformations of great interest for industry and academy. The aim of this review is to cover the most recent progress in reactions catalysed by porphyrins in scalable procedures, thus presenting the state of the art in reactions of epoxidation, sulfoxidation, oxidation of alcohols to carbonyl compounds and C-H functionalization. In addition, the use of porphyrins as photocatalysts in continuous flow processes is covered.

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Section: Oxidation Of Alcohols To Carbonyl Compoundsmentioning

confidence: 99%

Section: Oxidation Of Alcohols To Carbonyl Compoundsmentioning

confidence: 99%

Porphyrins as Catalysts in Scalable Organic Reactions

et al. 2016

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“…Such extremely different results should be attributed to different electronic atmosphere of C=N bond [10]. Steric structure almost has no effect on the conversion of oximes, while it is favorable for the selectivity of carbonyl compound (entries 8,9).…”

Section: Oxidation Of Various Oximes Catalyzed By Mntepyp In the Presmentioning

confidence: 89%

“…MnTEPyP (meso-tetrakis(N-ethylpyridinium-4-yl)manganese porphyrin) catalysts were prepared according to previously reported procedures [9,16]. The structure of MnTEPyP was confirmed by elementary analysis, mass spectra and UV-vis spectra, respectively.…”

Section: Methodsmentioning

confidence: 99%

“…Therefore, the oxidations catalyzed by metalloporphyrins in water will be of great significance, which is closer to simulate the environments of the enzyme-mediated process [8]. A successful example of efficient controllable oxidation of alcohols to aldehydes or acids catalyzed by metalloporphyrins in water has been developed in our previous works [9].…”

Section: Introductionmentioning

confidence: 98%

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Biomimetic models of nitric oxide synthase for the oxidation of oximes to carbonyl compounds catalyzed by water-soluble manganese porphyrins in aqueous solution

Ren

Zhou

2011

J. Porphyrins Phthalocyanines

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A mild green and efficient approach for hydrogen peroxide oxidative converting oximes to the corresponding carbonyl compounds with a water-soluble manganese porphyrin as catalyst in water/acetone mixture has been developed. The water-soluble manganese porphyrin showed an excellent activity for the oxidative deoximation reactions of various oximes under ambient conditions in the absence of any additive. The oxidative deoximation was through the formation of high valent oxo-manganese species, which was confirmed by in situ UV-vis spectroscopy.

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Feasibility study of oxidized naringin as a novel crosslinking agent for crosslinking decellularized porcine Achilles tendon and its potential application for anterior cruciate ligament repair

Cheng

Xi³

et al. 2022

J Biomedical Materials Res

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Naringin (Nar), a natural flavanone glycoside, has been shown to possess a variety of biological activities, including anti-inflammatory, anti-apoptotic, bone formation, and so forth. In this study, Nar was oxidized by sodium periodate and the oxidized naringin (ONar) was used as a novel biological crosslinking agent. In addition, ONar-fixed porcine decellularized Achilles tendon (DAT) was developed to substitute anterior cruciate ligament (ACL) for researching a novel ACL replacement material. The ONar with a 24 h oxidation time had appropriate aldehyde group content, almost no cytotoxicity,

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Highly efficient controllable oxidation of alcohols to aldehydes and acids with sodium periodate catalyzed by water-soluble metalloporphyrins as biomimetic catalyst

Cited by 32 publications

References 29 publications

Porphyrins as Catalysts in Scalable Organic Reactions

Porphyrins as Catalysts in Scalable Organic Reactions

Biomimetic models of nitric oxide synthase for the oxidation of oximes to carbonyl compounds catalyzed by water-soluble manganese porphyrins in aqueous solution

Feasibility study of oxidized naringin as a novel crosslinking agent for crosslinking decellularized porcine Achilles tendon and its potential application for anterior cruciate ligament repair

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