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Relevant academic research and scientific papers

Method for preparing asymmetric terphenyl compound by using brominated aryl sulfuryl fluoride

The invention discloses a method for preparing asymmetric terphenyl compound by using brominated aryl sulfuryl fluoride, which belongs to the technical field of organic synthetic chemistry. The methodcomprises the following steps: adding brominated aryl sulfuryl fluoride, arylboronic acid, aryl potassium trifluoroborate, a palladium catalyst, inorganic base, ethanol and water in a flask in order,stirring the materials at the temperature of 20-40 DEG C, reacting the materials for 0.5-2 h and adding organic base in the flask, and heating the materials to the temperature of 80-100 DEG C for a continuous reaction for 2-6 h; after a reaction is completed, adding ethyl acetate in the flask, uniformly stirring the materials, transferring a mixture in the flask to a rotary evaporation instrumentfor steaming a solvent, and performing column chromatography separating on a concentrate to obtain the analytically pure asymmetric terphenyl compound. During a whole synthetic method process, an intermediate product is required for being separated, the reaction operation steps can be simplified, ethanol and water are taken as the solvent in the reaction, the environment pollution problem due tothe toxic organic solvent can be solved, the reaction yield is high, and a synthesis approach of the asymmetric terphenyl compound is increased.

Suzuki-Miyaura monocouplings of p-dibromobiphenyl and substituted p-dibromo(penta-p-phenylenes)

The mono/bis ratio for the Suzuki-Miyaura cross coupling of p-dibromobiphenyl and p-dibromo(pentap-phenylenes) with arylboronic acids and esters has been studied. The coupling reaction is demonstrated to be highly selective for monoarylation when the substrate is a p-dibromooligoarene, while selective biarylation is obtained for p-diiodoterphenyl. The mono/bis coupling-ratio for these compounds was highly sensitive to the nature of the halogen involved, however steric hindrance or electronic characteristics of the boronic derivative did not affect the selectivity of the reaction. The reaction yields observed were higher at room temperature and when arylboronic pinacol esters were used. These reactions also offer a useful method for the preparation of asymmetrically substituted terphenyls and hexa-p-phenylenes, giving good yields.