Oxo complexes of ruthenium(<scp>VI</scp>) and (<scp>VII</scp>) as organic oxidants

Green, Graham; Griffith, William P.; Hollinshead, David M.; Ley, Steven V.; Schröder, Martin

doi:10.1039/p19840000681

Cited by 105 publications

(43 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Although several oxidation procedures that use stoichiometric reagents for the synthesis of nitriles and imines from amines are known, [6][7][8][9] only a few catalytic procedures have been reported. [10][11][12][13][14][15][16] A number of ruthenium complexes have been used for the oxidation of amines with dioxygen, [11][12][13][14] iodosylbenzene, [15] and persulfate ions [16] as oxidants. However, these systems are not generally useful because of their low turnover numbers and frequencies, the formation of significant amounts of by-products, severe deactivation of the catalysts, and narrow applicability to a limited number of amines.…”

Section: Supported Ru Catalysis Of Aminesmentioning

confidence: 99%

“…However, these systems are not generally useful because of their low turnover numbers and frequencies, the formation of significant amounts of by-products, severe deactivation of the catalysts, and narrow applicability to a limited number of amines. [10][11][12][13][14][15][16] Very recently we reported the effective aerobic heterogeneous oxidation of both activated and nonactivated alcohols containing sulfur, nitrogen, and carbon-carbon double bonds with dioxygen or in air, catalyzed by ruthenium supported on alumina (Ru/ Al 2 O 3 ). [17] During the course of our investigation of Ru/ Al 2 O 3 -catalyzed aerobic alcohol oxidation we found that this system could be effective for the oxidation of various amines to the corresponding nitriles or imines [Eqs.…”

Section: Supported Ru Catalysis Of Aminesmentioning

confidence: 99%

See 1 more Smart Citation

Efficient Heterogeneous Aerobic Oxidation of Amines by a Supported Ruthenium Catalyst

2003

View full text Add to dashboard Cite

show abstract

Section: Supported Ru Catalysis Of Aminesmentioning

confidence: 99%

Section: Supported Ru Catalysis Of Aminesmentioning

confidence: 99%

Efficient Heterogeneous Aerobic Oxidation of Amines by a Supported Ruthenium Catalyst

2003

View full text Add to dashboard Cite

show abstract

“…Ruthenate, because it reacts very slowly with carbon-carbon double bonds (I), has found extensive use as a selective oxidant for unsaturated alcohols (2), while permthenate has been used for the oxidative cleavage of carbon-carbon double bonds (3), the oxidation of secondary alcohols to ketones (4), and the conversion of primary alcohols to carboxylic acids (4). Ruthenate also oxidizes saturated secondary alcohols to ketones in good yields (5).…”

Section: Introductionmentioning

confidence: 99%

Kinetics and mechanism of the oxidation of alcohols by ruthenate and perruthenate ions

Lee¹,

Congson²

1990

Can. J. Chem.

View full text Add to dashboard Cite

a number of high valent transition metal ions that can be used as oxidants in organic chemistry. In their reactions with alcohols both ions exhibit several striking similarities -concave Hammett plots, primary deuterium isotope effects, small enthalpies of activation, and large negative entropies of activation. The most likely explanation of the concave upward Haminett plots is the involvement of free radical-like transition states that could be formed by the decomposition of organometallic intermediates.

show abstract

“…b-cholestanol to cholestanone, 5a-pregnane-3b,20b-diol to 5a-pregnane-3,20-dione, cholestane-3b,6b-diol 3-acetate to cholestane-3b-ol-6-one, 5a-androstane-3a-ol-17-one and 5b-androstane-3-ol-17-one to the 3,17-diones) [20,139]. Table 2.2) [40,122]. Oxidation of octan-2-ol to octan-2-one by RuO 2 /aq.…”

Section: Specific Examplesmentioning

confidence: 99%

Oxidation of Alcohols, Carbohydrates and Diols

Griffith

2009

Catalysis by Metal Complexes

Self Cite

View full text Add to dashboard Cite

This is one of the most important classes of oxidation effected by Ru complexes, particularly by RuO 4 , [RuO 4 ] − , [RuO 4 ] 2− and RuCl 2 (PPh 3 ) 3 , though in fact most Ru oxidants effect these transformations. The chapter covers oxidation of primary alcohols to aldehydes (section 2.1), and to carboxylic acids (2.2), and of secondary alcohols to ketones (2.3). Oxidation of primary and secondary alcohol functionalities in carbohydrates (sugars) is dealt with in section 2.4, then oxidation of diols and polyols to lactones and acids (2.5). Finally there is a short section on miscellaneous alcohol oxidations in section 2.6.In this chapter the first of the two most important categories of oxidations catalysed by Ru complexes (the other being alkene and alkyne oxidations in Chapter 3) are considered. The approach in this and subsequent chapters differs from that of Chapter 1, concentrating here on the substrate rather than on the oxidant. The text is divided into the categories of alcohols and their oxidations. There are summaries in section 2.3.6 of systems of limited applicability which are mentioned only in Chapter 1, and in section 2.3.7 of large-scale (>1 g) oxidations.The first oxidations of alcohols by stoicheiometric RuO 4 /H 2 O were reported in 1958, of primary alcohols to aldehydes or carboxylic acids and secondary alcohols to ketones [1]. The first Ru-catalysed oxidation of an alcohol was reported in 1965 when Parikh and Jones used RuO 2 /aq. Na(IO 4 )/CCl 4 1 ( Table 2.3) [2] to oxidise secondary alcohol groups in carbohydrates.Oxidation of alcohols is the most frequently reviewed topic for Ru-catalysed oxidations [3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. Mechanisms of alcohol oxidation by Ru complexes have been reviewed [21].

show abstract

Oxo complexes of ruthenium(VI) and (VII) as organic oxidants

Cited by 105 publications

References 0 publications

Efficient Heterogeneous Aerobic Oxidation of Amines by a Supported Ruthenium Catalyst

Efficient Heterogeneous Aerobic Oxidation of Amines by a Supported Ruthenium Catalyst

Kinetics and mechanism of the oxidation of alcohols by ruthenate and perruthenate ions

Oxidation of Alcohols, Carbohydrates and Diols

Contact Info

Product

Resources

About