475278-17-2Relevant articles and documents
Transition-Metal-Free Aryl–Aryl Cross-Coupling: C?H Arylation of 2-Naphthols with Diaryliodonium Salts
Ghosh, Manoj K.,Rzymkowski, Jan,Kalek, Marcin
, p. 9619 - 9623 (2019)
Transition-metal-free regioselecitive C?H arylation of 2-naphthols with diaryliodonium salts has been developed. The reaction proceeds under very simple experimental conditions and affords a range of products with various substitution patterns. The method allows for the incorporation of electron-deficient aryls, which complements well currently existing metal-free aryl–aryl cross-couplings of phenols that have been so far restricted to the introduction of electron-rich aryl moieties. The mechanism of the reaction was studied by means of DFT calculations, demonstrating that the C?C bond formation occurs via a dearomatization of 2-naphthol substrate, followed by a subsequent rearomatization by tautomerization. The computations show that the use of a low polarity solvent and an insoluble inorganic base is key to securing the high selectivity of the C?C coupling over a competing C?O arylation pathway, by preventing the incipient deprotonation of 2-naphthol.
Benzazole derivatives and organic electroluminescent device including the same
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Paragraph 0235-0238, (2021/05/25)
Provided is a benzazole derivative which effectively absorbs a high-energy external light source in the UV region and thus minimizes damage to organic materials in an organic electroluminescent device, thereby contributing to a substantial improvement in the service life of the organic electroluminescent device. An organic electroluminescent device according to the present invention comprises: a first electrode; a second electrode; at least one organic layer disposed between the first electrode and the second electrode; and a capping layer, wherein the organic layer or the capping layer comprises a benzazole derivative represented by chemical formula 1 according to the present invention.
Enantioselective iron/bisquinolyldiamine ligand‐catalyzed oxidative coupling reaction of 2‐naphthols
Liu, Wen-Bo,Usman, Muhammad,Wu, Lin-Yang
, (2020/02/25)
An iron‐catalyzed asymmetric oxidative homo‐coupling of 2‐naphthols for the synthesis of 1,1′‐Bi‐2‐naphthol (BINOL) derivatives is reported. The coupling reaction provides enantioenriched BINOLs in good yields (up to 99%) and moderate enantioselectivities (up to 81:19 er) using an iron‐complex generated in situ from Fe(ClO4)2 and a bisquinolyldiamine ligand [(1R,2R)‐N1,N2‐di(quinolin‐8‐yl)cyclohexane‐1,2‐diamine, L1]. A number of ligands (L2–L8) and the analogs of L1, with various substituents and chiral backbones, were synthesized and examined in the oxidative coupling reactions.