26567-78-2Relevant articles and documents
Passerini/tsuji–trost strategy towards pyrrole derivatives
Narboni, Noisette,El Kaim, Laurent
, p. 4242 - 4246 (2017)
The Passerini reaction of α,β-unsaturated aldehydes affords suitable substrates for a Tsuji–Trost reaction with NH-enamines. The latter behave as a 1,3-bisnucleophile, which leads to the formation of pyrrole derivatives with five points of diversity through a Tsuji–Trost/Michael addition/aromatization cascade.
Metal coordination compound, intermediate, preparation method and application thereof
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Paragraph 0314; 0322-0323; 0325, (2021/02/24)
The invention discloses a metal coordination compound, an intermediate, a preparation method and application thereof, and provides a metal coordination compound I, which can be independently used forcatalyzing ethylene homopolymerization or used for catal
Highly efficient and facile synthesis of β-enaminones catalyzed by diphenylammonium triflate
Zhao, Ting-Ting,Song, Jiang-Long,Hong, Feng-Qing,Xia, Jian-Sheng,Li, Jian-Jun
, p. 2857 - 2868 (2019/08/21)
Abstract: The catalytic performance of diphenylammonium triflates as an organocatalyst in the synthesis of β-enaminones from various substituted β-diketones and amides (or amines) were evaluated. A wide range of β-enaminones were efficiently synthesized in good to excellent yields under mild reaction conditions. Applying diphenylammonium triflate (DPAT) as catalyst makes this protocol cost-effective, low corrosive and easy to handle. Graphic abstract: [Figure not available: see fulltext.].
Electrochemical behaviour of amino substituted β-amino α,β-unsaturated ketones: A computational chemistry and experimental study
Ngake, Tankiso Lawrence,Potgieter, Johannes Hermanus,Conradie, Jeanet
, p. 1070 - 1082 (2019/01/05)
The synthesis, identification and electrochemical properties are reported here, for a series of five novel and seven known amino substituted β-amino α,β-unsaturated ketones (bidentate N,O-ligands) of the type CH3COCHC(NHR)CH3, where R = H, Ph, CH2Ph, CH(CH3)2, p-CF3-Ph or p-tBu-Ph (Series 1), as well as type PhCOCHC(NHR)CH3, where R = H, Ph, p-NO2-Ph, 3,5-di-Cl-Ph, 2-CF3-4-Cl-Ph, and also PhCOCHC(NHPh)CF3 (Series 2). The cyclic voltammograms measured in CH3CN, generally exhibit both a chemically and electrochemically irreversible reduction peak between ?1.2 V and ?3.1 V vs FcH/FcH+, producing an unstable radical anion, for most of these 1,3-amino ketones. Only ligands PhCOCHC(NHPh)CH3, PhCOCHC(NHPh)CF3 and PhCOCHC(NH(p-NO2-Ph))CH3, showed reversible electrochemical behaviour, at higher scan rates. Density functional theory (DFT) calculations proved the unpaired spin density in the radical anion to be distributed over the pseudo-aromatic O–C–C–C–N backbone of the 1,3-amino ketones, extending further over the phenyl rings of the phenyl-containing ligands. Various DFT calculated energies, such as the energy of the lowest unoccupied molecular orbital (the orbital into which the electron is added upon reduction), as well as the DFT calculated gas phase adiabatic electron affinities, relate linearly to the experimentally measured reduction potential. These obtained linear relationships confirmed that good communication via conjugation exists, between the R substituent on the amino group and the rest of the 1,3-amino ketone.
