- Solid-state complexes of quinoxaline- and phenazine-N,N'-dioxide donors with tetracyanoethylene. Crystal engineering via donor-acceptor interactions
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2,3-Dimethylquinoxaline-N,N'-dioxide (DMQDO) and phenazine-N,N'-dioxide (PDO) bind to tetracyanoethylene (TCNE) in solution, with complexation constants of 4.8(7) and 1.2(7) M-1, respectively in CH2Cl2. Crystallization of the mixtures affords two-component solids which contain weakly bound one-dimensional donor-acceptor arrays. The DA interactions create DA ladder domains in the (DMQDO)2TCNE solid and single-stranded DA chains in the (PDO)TCNE crystal.
- Greer, Melinda L.,Duncan, Joseph R.,Duff, Janice L.,Blackstock, Silas C.
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- Catalytic N-oxidation of tertiary amines on RuO2NPs anchored graphene nanoplatelets
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Ultrafine ruthenium oxide nanoparticles (RuO2NPs) with an average diameter of 1.3 nm were anchored on graphene nanoplatelets (GNPs) using a Ru(acac)3 precursor by a very simple dry synthesis method. The resultant material (GNPs-RuO2NPs) was used as a heterogeneous catalyst for the N-oxidation of tertiary amines for the first time. The transmission electron microscopy (TEM) images of the GNPs-RuO2NPs showed the excellent attachment of RuO2NPs on GNPs. The loading of Ru in GNPs-RuO2NPs was 2.68 wt%, as confirmed by scanning electron microscope-energy dispersive spectroscopy (SEM-EDS). The X-ray photoelectron spectrum (XPS) and the X-ray diffraction pattern (XRD) of GNPs-RuO 2NPs revealed that the chemical state of Ru on GNPs was +4. After the optimization of reaction conditions for N-oxidation of triethylamine, the scope of the reaction was extended to various aliphatic, alicyclic and aromatic tertiary amines. The GNPs-RuO2NPs showed excellent catalytic activity in terms of yields even at a very low amount of Ru catalyst (0.13 mol%). The GNPs-RuO2NPs was heterogeneous in nature, chemically as well as physically, very stable and could be reused up to 5 times. The Royal Society of Chemistry 2014.
- Gopiraman, Mayakrishnan,Bang, Hyunsik,Babu, Sundaram Ganesh,Wei, Kai,Karvembu, Ramasamy,Kim, Ick Soo
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p. 2099 - 2106
(2014/06/24)
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- A new efficient route for the formation of quinoxaline N-oxides and N,N′-dioxides using HOF·CH3CN
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HOF·CH3CN, a very efficient oxygen-transfer agent made readily from fluorine and aqueous acetonitrile, was reacted with various quinoxaline derivatives to give the corresponding mono N-oxides and especially the N,N′-dioxides in very good yields under mild conditions and short reaction times.
- Carmeli, Mira,Rozen, Shlomo
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p. 5761 - 5765
(2007/10/03)
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- An Excellent Method for the Mild and Safe Oxidation of N-Heteroaromatic Compounds and Tertiary Amines
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Selective, mild and safe N-oxidation of N-heteroaromatic compounds and tertiary amines affording high product yields was achieved by using the H2O2-urea/phthalic anhydride system. Key Words: N-Oxidation / Hydrogen peroxide / Urea / Phthalic anhydride
- Kaczmarek, Lukasz,Balicki, Roman,Nantka-Namirski, Pawel
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p. 1965 - 1966
(2007/10/02)
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- THE REACTION OF QUINOXALINE- AND PHENAZINE-N-OXIDES WITH THIONYL CHLORIDE AND PARATOLUENESULFONYL CHLORIDE
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2,3-Diphenylquinoxaline-N-oxide 1 with thionyl chloride gives only 5-chloro- and 6-chloroquinoxaline and very little deoxygenation.Phenazine-N5-oxide 2, in the same conditions, gives mainly 2-chlorophenazine and minor amounts of 1-chlorophenazine, but here deoxygenation is an important pathway.Freshly recrystallized para-toluenesulfonyl chloride gives a high chlorination-to-tosyloxylation ratio.All these results point to a variable ability of acid chlorides to yield homocycle chlorination or acyloxylation; this is confirmed by the observation that phenazine-N5-oxide and phosphoryl chloride give fair amounts of aryl phosphate.
- Nasielski, J.,Heilporn, S.,Chauveheid, E.,Poppe, K.,Nasielski-Hinkens, R.
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p. 783 - 788
(2007/10/02)
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