42287-41-2Relevant academic research and scientific papers
Biomimetic Oxidative Deamination Catalysis via ortho-Naphthoquinone-Catalyzed Aerobic Oxidation Strategy
Golime, Gangadhararao,Bogonda, Ganganna,Kim, Hun Young,Oh, Kyungsoo
, p. 4986 - 4990 (2018/05/14)
An ortho-naphthoquinone-catalyzed oxidative deamination reaction has been developed where the molecular oxygen and water serve as the sole oxidant and nucleophile. The current aerobic deamination reaction proceeds via the ketimine formation between ortho-naphthoquinones and amines followed by the prototropic rearrangement and hydrolysis by water, representing a biomimetic oxidative deamination of amine species in the human body by the liver and kidneys. The compatibility of ortho-naphthoquinone organocatalysts with molecular oxygen and water opens up a new biomimetic catalyst system that can function as versatile deaminases for a variety of amine-containing molecules such as amino acids and DNA nuclear bases.
Bioinspired organocatalytic aerobic C-H oxidation of amines with an ortho -quinone catalyst
Qin, Yan,Zhang, Long,Lv, Jian,Luo, Sanzhong,Cheng, Jin-Pei
, p. 1469 - 1472 (2015/03/30)
A simple bioinspired ortho-quinone catalyst for the aerobic oxidative dehydrogenation of amines to imines is reported. Without any metal cocatalysts, the identified optimal ortho-quinone catalyst enables the oxidations of α-branched primary amines and cyclic secondary amines. Mechanistic studies have disclosed the origins of different performances of ortho-quinone vs para-quinone in biomimetic amine oxidations.
RADICAL CATION INTERMEDIATES IN THE FORMATION OF SCHIFF BASES ON IRRADIATED SEMICONDUCTOR POWDERS
Fox, Marye Anne,Younathan, Janet N.
, p. 6285 - 6292 (2007/10/02)
Photocatalytic oxidation of several primary aliphatic amines on irradiated TiO2 powders suspended in anhydrous acetonitrile led to good yields of the corresponding symmetrical N-alkylidene amines.Mechanistic electrochemical investigation of the reaction revealed intermediate formation of an immonium cation in an ECE route.This species is generated via electrooxidation of an α-amino radical formed by deprotonation of the primary oxidation product, an aminium cation radical.The influence of the metal oxide surface on radical cation reactivity is discussed.
