33735-95-4Relevant academic research and scientific papers
ORGANIC ELECTROLUMINESCENT DEVICE BASED ON NEUTRAL FREE-RADICAL ELECTROLUMINESCENT MATERIAL
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, (2016/05/02)
Disclosed is an organic electroluminescent device, wherein the light-emitting layer is composed of a non-doped neutral free-radical electroluminescent material or a neutral free-radical electroluminescent material doped in a matrix material. The luminesce
Heterocyclic free radicals. Part 1. 4,5-Diazafluorene derivatives of Koelsch's free radical: an EPR and metal-ion complexation study
Plater, M. John,Kemp, Steven,Lattmann, Eric
, p. 971 - 980 (2007/10/03)
Heteroaromatic precursors to nitrogen substituted derivatives of Koelsch's free radicals have been prepared by the condensation of 4,5-diazafluorene with a fluorenylidene or diazafluorenylidene. These compounds appear coloured and can exist in different tautomeric forms. An improved one pot synthesis of 4,5-diazafluorenone has been developed by the oxidative ring contraction of 1,10-phenanthroline with aqueous potassium permanganate. Aza derivatives of Koelsch's free radical are easily generated by oxidation of the appropriate precursors with K3Fe(CN)6. Treatment of 9-[(9H-4,5-diazafluoren-9-ylidene)phenylmethyl]-9H-fluoren-9-yl radical with CuCl2 in EtOH gives a brown precipitate of a 1:1 radical-ligand complex.
Characterization of the Excited-State Reactivity of a Persistent Aryl-Substituted Allyl Free Radical
Breslin, David T.,Fox, Marye Anne
, p. 13341 - 13347 (2007/10/02)
A family of stable aryl-substituted allyl radicals 1 (9H-fluoren-9-yl-9--9-ylidenephenylmethyls) has been characterized by electronic absorption spectroscopy, semiempirical (AM1) molecular orbital calculations, and cyclic voltammetry.Photolysis of 1a in aerated solvents that are poorer hydrogen atom sources than toluene resulted in oxygenation (ΦOX ca. 5 * 10-4) and cleavage products.A thermally reversible photocyclization mechanism is proposed to explain the oxygenation of 1a in inert solvents.Enhanced excited-state reactivity toward hydrogen and halogen atom donors was observed during the steady-state photolysis of 1a.Electron transfer from naphthalene to an excited state of 1a produces an extremely short lived (30 ps) 1a anion/naphthalene radical cation geminate pair.
Diels-Alder Reaction: 1,4-Cycloaddition of N-Aryl-maleimides to Alkylidene- and Arylidene-fluorenones and Synthesis of Some New Fluoranthene Derivatives
Abdou, Sadek E.,Habashy, Adiba,Aziz, Gamil,Khalifa, Fathy
, p. 755 - 758 (2007/10/02)
The 1,4-cycloaddition of different N-arylmaleimides (IIa-f) to alkylidene- and arylidene-fluorenones (Ia-c) leads to the formation of the diadducts, 7-substituted-5-aryl-4,6-dioxo-4H-3,3a,5,6,6a,7,10b-octahydrofluoranthenopyrrole-endo(3,10b)-N-arylpyrrolidino-2',5'-diones (IIIa-r).The fully aromatized fluoranthene derivatives (Va-i) have also been synthesised either by boiling III in nitrobenzene or by reacting the bromo-derivatives (V) with appropriate II.Reduction of III using LAH gives VIII.The structures of the isolated products have been confirmed by elemental analyses, molecular weight determination and spectroscopic data.
Von der basenkatalysierten Ringoeffnung von 2H-Azirinen zu einer α-Alkylierungsmethode von primaeren Aminen
Schulthess, Adrian Heinz,Hansen, Hans-Juergen
, p. 1322 - 1336 (2007/10/02)
It is shown than fluorene-9'-spiro-2-(3-phenyl-2H-azirine) (1) on treatment with various alcohols in the presence of the corresponding alkoxide ions yields N-(9'-fluorenyl)benzimidates 2a-d (Scheme 1). 2,2,3-Triphenyl-2H-aziridine (3) reacts with methanol in a similar manner (Scheme 2).Benzimidates 2a (Scheme 3), 8 (Scheme 4) and 10 (Scheme 5) can easily be deprotonated by butyllithium (BuLi) or lithium diisopropylamide (LDA) in tetrahydrofuran (THF) to 1-methoxy-2-aza-allylanions, that can be alkylated, at C(3), exclusively, by various electrophiles (e.g.R-X (X = I, Br), RCHO or methyl acrylate (see also Scheme 6)).As the acidic hydrolyses (1 N HCl) of benzimidates 9 and 11 leads to the corresponding α-alkylated free amines 15 and 18 (Scheme 7 and 8), benzoyl derivatives 16 and 19 are obtained from the hydrolysis under basic conditions.On the other hand it is observed that a catalyzed Chapman rearrangement of 9 and 11 results in the formation of N-benzoyl-N-methyl derivatives 17 and 20 (Scheme 7 and 8).The described reactions offer a simple method for the α-alkylation of actived primary amines.
