732-26-3Relevant articles and documents
Selective Preparations; 27. A Convenient Preparation of 1-Hydroxydibenzofuran from 2-Bromo-4,6-di-t-butylphenol
Tashiro, Masashi,Yoshiya, Haruo,Fukata, Gouki
, p. 495 - 496 (1980)
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Westerberg, D. Eric,Sutherland, Bruce R.,Huffman, John C.,Caulton, Kenneth G.
, p. 1642 - 1643 (1988)
ACTIVITY OF SECONDARY AROMATIC AMINES AS CATALYSTS IN THE REACTION OF STERICALLY HINDERED AROXYL RADICALS WITH HYDROPEROXIDES
Varlamov, V. T.
, p. 482 - 490 (1989)
Secondary aromatic amines AmH catalyze the reaction of the 2,4,6-tri-t-butylphenoxyl radical ArO* with cumyl hydroperoxide ROOH.This effect is closely connected with the antioxidant action of the mixtures of sterically hindered phenols and AmH which have a synergistic effect and which are used in practice.The present work is directed to a study of the dependence of the catalytic activity of AmH on the temperature and on the substituents on the aromatic rings.
Multiple N-H and C-H Hydrogen Atom Abstractions through Coordination-Induced Bond Weakening at Fe-Amine Complexes
Wang, Zongheng,Johnson, Samantha I.,Wu, Guang,Ménard, Gabriel
, p. 8242 - 8251 (2021/06/25)
We report the use of the reported Fe-phthalocyanine complex, PcFe (1; Pc = 1,4,8,11,15,18,22,25-octaethoxy-phthalocyanine), to generate PcFe-amine complexes 1-(NH3)2, 1-(MeNH2)2, and 1-(Me2NH)2. Treatment of 1 or 1-(NH3)2 to an excess of the stable aryloxide radical, 2,4,6-tritert-butylphenoxyl radical (tBuArO?), under NH3 resulted in catalytic H atom abstraction (HAA) and C-N coupling to generate the product 4-amino-2,4,6-tritert-butylcyclohexa-2,5-dien-1-one (2) and tBuArOH. Exposing 1-(NH3)2 to an excess of the trityl (CPh3) variant, 2,6-di-tert-butyl-4-tritylphenoxyl radical (TrArO?), under NH3 did not lead to catalytic ammonia oxidation as previously reported in a related Ru-porphyrin complex. However, pronounced coordination-induced bond weakening of both α N-H and β C-H in the alkylamine congeners, 1-(MeNH2)2 and 1-(Me2NH)2, led to multiple HAA events yielding the unsaturated cyanide complex, 1-(MeNH2)(CN), and imine complex, 1-(MeN═CH2)2, respectively. Subsequent C-N bond formation was also observed in the latter upon addition of a coordinating ligand. Detailed computational studies support an alternating mechanism involving sequential N-H and C-H HAA to generate these unsaturated products.
Aryl phenol compound as well as synthesis method and application thereof
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Paragraph 0121-0124, (2021/05/12)
The invention discloses a synthesis method of an aryl phenol compound shown as a formula (3). All systems are carried out in an air or nitrogen atmosphere, and visible light is utilized to excite a photosensitizer for catalyzation. In a reaction solvent, ArNR1R2 as shown in a formula (1) and water as shown in a formula (2) are used as reaction raw materials and react under the auxiliary action of acid to obtain the aryl phenol compound as shown in a formula (3). The ArNR1R2 in the formula (1) can be primary amine and tertiary amine, can also be steroid and amino acid derivatives, and can also be drugs or derivatives of propofol, paracetamol, ibuprofen, oxaprozin, indomethacin and the like. The synthesis method has the advantages of cheap and easily available raw materials, simple reaction operation, mild reaction conditions, high reaction yield and good compatibility of substrate functional groups. The fluid reaction not only can realize amplification of basic chemicals, but also can realize amplification of fine chemicals, such as synthesis of drugs propofol and paracetamol. The invention has wide application prospect and use value.