The Reactions of Mesityl Oxide.

Hauser, M.

doi:10.1021/cr60223a007

Cited by 22 publications

(23 citation statements)

References 42 publications

(42 reference statements)

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“…Ketone 11 did not provide any aza‐Michael adduct although it is known to react readily with ammonia at atmospheric pressure 21. A competing, but reversible, 1,2‐addition leading to a hemiaminal or iminium intermediate22 is probably responsible for this failure.…”

Section: Resultsmentioning

confidence: 99%

Direct Access to Cumbersome Aminated Quaternary Centers by Hyperbaric Aza‐Michael Additions

et al. 2010

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International audienceThe aza-Michael addn. of secondary amines to α,β- or β,β-disubstituted α,β-unsatd. esters was efficiently achieved under high pressure (10-16 kbar) in protic solvents in the absence of any catalyst. The expected cumbersome β-aminoesters bearing a tertiary amine directly connected to a quaternary carbon atom could be isolated in fair to good yields. By using α,β,δ,γ-unsatd. esters (alkyl sorbate), the addn. took place regioselectively in a 1,6 manner and afforded the β,γ-unsatd. δ-aminoesters

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Section: Resultsmentioning

confidence: 99%

Direct Access to Cumbersome Aminated Quaternary Centers by Hyperbaric Aza‐Michael Additions

et al. 2010

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“…Concretely, the significance of MSO reduction in the area of catalyst research is an important topic because other important products can be produced from it taking also into account its availability in the industry [1,2]. The MSO is the 4-methyl-3-pentene-2-one and this molecule is an attractive molecule from the basic and applied research point of view because of the possibility of effecting reaction at the double bond, the carbonyl group, the -methyl group, or simultaneously some of these sites [3][4][5][6][7]. From the basic research point of view, the reduction of MSO led to the catalytic hydrogenation of a ß-unsaturated ketone model molecule and it constitutes interesting kinetic research of selectivity and activity.…”

Section: Introductionmentioning

confidence: 99%

Mesityl Oxide Reduction by Using Acid-Modified Phonolite Supported NiW, NiMo, and CoMo Catalysts

et al. 2021

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Mesityl oxide is standardly used to produce methyl iso butyl ketone but it can be also used to produce other useful compounds. Three catalysts were used for the reaction of the mesityl oxide reduction. They were NiW, NiMo, and CoMo supported on phonolite modified by HCl (metals/Ph-HCl). The fresh catalysts were characterized by XRD, XRF, BET surface, Hg porosimetry, SEM, H2-TPR, NH3-TPD, CO2-TPD. The materials were directly used, previously reduced in H2 or sulfided for the mesityl oxide reduction under H2 atmosphere. The reaction was performed in an autoclave at T = 375 °C, p = 50 bar (H2), and TOS = 1.5 h. The products were analyzed by GC/MS, GC/FID-TCD, ATR. The main products were methyl isobutyl ketone, 2-methyl pentane, and 2-methyl-2-pentene. Sulfided metal catalysts were the most active in the methyl isobutyl ketone, where the NiWSx/Ph-HCl catalyst showed the highest activity. For the non-previously-activated and hydrogen activated catalysts the most active catalyst was the NiMo/Ph-HCl for the production of methyl isobutyl ketone. The catalyst CoMo/Ph-HCl activated in hydrogen was the most active for the production of 2-methyl pentane compared to the other two hydrogen-activated materials.

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“…Itetratriaconta-I ,3,5,7,9,11,13,15.17,19,21, 23,25,27-tetradecaene, were also isolated in low yields in the course of this critical [4] = 538 nm. [15] Here, the sapphyrin dihydrochloride salt was used so as to allow a direct comparison to the rubyrin system 4 b. Adding excess TFA, however.…”

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confidence: 99%

Rubyrin: A New Hexapyrrolic Expanded Porphyrin

Sessler

Morishima

Lynch

1991

Angew. Chem. Int. Ed. Engl.

140

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achieved, differ only in the anion, their thermal spincrossover behavior differs considerably; on the other hand, the LIESST(L + H) behavior is similar in the two cases. Experimental ProcedureThe ligdnd mtz was prepared as described in the literature [16]. In order to synthesize 1, iron powder was first dissolved in aqueous 2 M trifluoromethanesulfonic acid (Aldrich). The excess iron powder was then filtered off and the solution was gently concentrated under nitrogen until [Fe(H,O),](CF,SO,), began to crystallize. The product was collected by filtration and washed with a small amount of cold water and ether. Complex 1 was obtained from a concentrated aqueoussolutionof [Fe(H,O),](CF,SO,), and mtzin amolar ratio of 1 :6 under nitrogen; the solution was further concentrated by applying a stream of oxygen-free nitrogen until 1 began to crystallize. After filtration and washing, 1 was recrystallized from nitromethane. The values of the elemental analyses are in good agreement with the theoretical values. The magnetic susceptibility 1 was measured with a Foner magnetometer in the range 20 I T 5 270 K (He-flow cryostat) in a magnetic field of 1 T. The diamagnetic correction for l was determined by 1 measurement at room temperature on an analogously prepared zinc complex (% = -648 x cm'mol-'). The value of the magnetic moment was calculated from the equation pCrr = 2.828 (rm'T)"2 (1, = corrected molar susceptibility). 57Fe Mossbauer spectra were recorded with a conventional spectrometer. The "Co/Rh source was kept at room temperature, while the absorber (enclosed in a Plexiglass container, 3 cm2 area, with ca. 7 mgcm-, Fe) was mounted in a flow cryostat (CF 506, Oxford Instruments). The cryostat was equipped with windows of transparent Mylar film. The temperature at the absorber was measured with a carboniglass resistor mounted directly on the sample holder. The Mossbauer signals were fitted to Lorentzian curves.

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The Reactions of Mesityl Oxide.

Cited by 22 publications

References 42 publications

Direct Access to Cumbersome Aminated Quaternary Centers by Hyperbaric Aza‐Michael Additions

Direct Access to Cumbersome Aminated Quaternary Centers by Hyperbaric Aza‐Michael Additions

Mesityl Oxide Reduction by Using Acid-Modified Phonolite Supported NiW, NiMo, and CoMo Catalysts

Rubyrin: A New Hexapyrrolic Expanded Porphyrin

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