Oxidation of organic substrates by a molecular oxygen/aldehyde/heteropolyoxometalate system

Hamamoto, Masatoshi; Nakayama, Kouichi; Nishiyama, Yutaka; Ishii, Yasutaka

doi:10.1021/jo00075a043

Cited by 141 publications

(62 citation statements)

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“…Mehrere heterogenkatalytische Systeme basierend auf Hydrotalcit [189] oder Heteropolyoxometallaten [190] sind für AUFSATZ Feststoffkatalysatoren Bayer-Villiger-Oxidationen eingesetzt worden. Wir überleg-ten, daû bei Berücksichtigung der Redoxeigenschaften [191] und [192] bei denen Aldehyde zur In-situ-Erzeugung der gewünschten Persäure (in den Poren des Molekularsiebs) ¹geopfertª werden.…”

Section: Baeyer-villiger-oxidationen Mal Anders: Die Einfache üBerfühunclassified

Design, Synthese und In-situ-Charakterisierung neuer Feststoffkatalysatoren

Thomas

1999

Angewandte Chemie

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Die exakte atomare Architektur des katalytisch aktiven Zentrums steht im Zentrum des hier vorgestellten Ansatzes zum Design von Feststoffkatalysatoren. Er lieferte eine große Bandbreite neuartiger Katalysatoren unter anderem für regioselektive, formselektive und enantioselektive Reaktionen, für die effiziente Isomerisierung und Hydrierung von Alkenen sowie für die Oxidation von Alkanen an den endständigen Positionen. Bei allen Katalysatoren handelt es sich um mikroporöse oder mesoporöse Festkörper, deren Vorteile eine hohe spezifische Oberfläche und die Möglichkeit, feine Veränderungen in der Struktur und der Zusammensetzung durchzuführen, sind.

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Section: Baeyer-villiger-oxidationen Mal Anders: Die Einfache üBerfühunclassified

Design, Synthese und In-situ-Charakterisierung neuer Feststoffkatalysatoren

Thomas

1999

Angewandte Chemie

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“…14 Ishii and coworkers reported oxidation of aldehydes to carboxylic acids catalyzed by transition metal-substituted heteropolyacids. 15 Zamaraev and coworkers reported the catalytic properties of some salts of Keggin heteropolyacids including cobalt. 16 Although most of the works have dealt with metal-substituted heteropolyanions with Keggin structures, no catalytic activity has been reported for Preyssler's anion.…”

Section: Introductionmentioning

confidence: 99%

Novel oxidation of aromatic aldehydes catalyzed by Preyssler's anion, [NaP5W30O110]14-

Bamoharram¹,

Roshani²,

Alizadeh³

et al. 2006

J. Braz. Chem. Soc.

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]) were used and had their activity compared with those of some Keggin structures. Our data indicate that Sodium30-tungsto pentaphosphate, the so-called Preyssler's anion, with high hydrolytic (pH=0-12) and thermal stability is the best catalyst with high yield and good selectivity. Under microwave irradiation, this polyanion supported on SiO 2 was found to be an excellent catalyst for aldehydes with low loss factor in 1-2 min (the loss factor is a measure of the ability of the material to dissipate energy). The effects of various parameters, including catalyst type, nature of the substituent in the aldehyde and temperature, on the yield of the carboxylic acids were studied.

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“…Mukaiyama and Yamada [9] reported a method with high yield for epoxidation of olefins catalyzed by ␤-diketone metal complexes with O 2 and with an aldehyde as the reductant. In 1993, Hamamoto [10] used heteropolyoxometalate as catalyst for epoxidation of olefins with O 2 in the presence of an aldehyde. In the reaction, aldehyde is completely oxidized to acid, and large amount of reductant is consumed, with a lot of co-products produced.…”

Section: Introductionmentioning

confidence: 99%