244205-40-1Relevant articles and documents
Easily accessible 2-(2-bromophenyl)-4,4,5,5-tetramethyl-[1,3,2] dioxaborolane for Suzuki-Miyaura reactions
Wang, Tein-Fu,Lin, Ching-Lung,Chen, Chih-Neng,Wang, Tan-Ching
, p. 811 - 816 (2007)
A simple and direct method has been developed for the preparation of the title compound from 1,2-dibromobenzene. Suzuki-Miyaura reactions of this compound with substituted bromoaryls proceeded smoothly to give 2-bromobiphenyl derivatives in moderate to excellent yields. Instead of converting each of the bromoaryl compounds to the corresponding arylmetals followed by reacting with 2-iodobromobenzene, the advantage of this protocol is that the substituted bromoaryls were used directly to couple with the title compound.
Preparation method of monohalogenated phenylboronic acid
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Paragraph 0072-0077, (2020/09/20)
The invention relates to the technical field of chemical synthesis, and particularly discloses a preparation method of monohalogenated phenylboronic acid. The preparation method comprises the following steps of: by taking dihalogenated benzene as a raw material and a mixture of lithium salt and alkaline ionic liquid as a catalyst, carrying out Grignard exchange with R1MgCl to generate monohalogenated phenyl magnesium chloride, reacting with B (OR) 3 to generate monohalogenated phenyl borate, and hydrolyzing under acidic conditions to obtain monohalogenated phenylboronic acid. The HPLC (High Performance Liquid Chromatography) content of the monohalogenated phenylboronic acid prepared by the method is greater than 99.5%; the total yield of the product is greater than 80%, the contents of monohalogenated phenylboronic acid and phenyldiboronic acid impurities of another halogen are both less than 0.003%, the requirements of modern fine chemical synthesis are completely met, the raw materials are easily available, the operation is simple, the safety is high, and the industrial production of monohalogenated phenylboronic acid is realized.
Supramolecular structures and spontaneous resolution: The case of ortho-substituted phenylboronic acids
Filthaus, Matthias,Oppel, Iris M.,Bettinger, Holger F.
experimental part, p. 1201 - 1207 (2008/10/09)
The solid state structures of a number of ortho-substituted arylboronic acids, ortho-bromophenyl, ortho-phenylphenyl, pentamethylphenyl, and 10-bromo-9-anthryl, were determined by X-ray diffraction techniques. All boronic acids investigated form dimers in the solid state, but the interconnection of dimers to ribbons differs from that of the parent phenylboronic acid. Pentamethylphenylboronic acid only uses one hydrogen bond but an additional OH-π interaction for connection of dimers, while all others investigated employ two hydrogen bonds for interconnection of dimers to ribbons. 10-Bromo-9-anthrylboronic acid is found to undergo spontaneous resolution of its enantiomers to a racemic conglomerate upon crystallization. The Royal Society of Chemistry.