Arylboronic properties

Beneficial Micro Reactor Properties for Arylboron Formation... 

The Suzuki coupling has been utilized to craft (Toctasubstituted tetramesitylporphyrins using various arylboronic acids [62], and Schluter has adopted this reaction to prepare phenyl-pyrrole mixed polymers 75 [63]. The BOC group is easily removed by heating [64] and polymers with molecular weights of up to 23,000 were synthesized. These polymers are potentiaEy interesting for their electrical and nonlinear optical properties [65]. 

J e and coworkers have analyzed the sensing properties of boron-modified PTs 116-118 toward pyridine or 2-picoline [234]. Polymerization was achieved under mild conditions by treatment of distannylated bithiophene with the corresponding bifunctional arylboron bromides at ambient temperature leading to polymers soluble in common organic solvents. Binding of pyridine was investigated by NMR, UV-vis, and fluorescence spectroscopy. 

The most commonly employed aryl sources are arylboronic acids. Due to their widespread application in the Suzuki-Miyaura reaction, organoboronic acids have found wide acceptance, and currently more than 450 different arylboronic acids are available commercially [47]. These compounds unite several beneficial properties such as high air and moisture stability and great functional group... 

Michaelis and Becker noted the toxicity of phenylboronic acid against microorganisms and its relative harmlessness against higher animals more than a century ago [198]. The antimicrobial properties of simple arylboronic acid derivatives were fur-... 

A mixture of arylboronic acid (1 1 mmol) and iodine (5 mol%) in 30% aqueous hydrogen peroxide (2 mL) was stirred in a reaction vessel at room temperature for 30-120 min. on completion of reaction (as monitored by TLC), the reaction mixture was diluted with water and extracted with diethyl ether. The organic layer was then washed with sodium thiosulfate solution, and dried over anhydrous sodium sulfate and filtered. The organic solvent was evaporated out under reduced pressure to furnish the crude phenolic product 2 (80-93% yield) which was purified by column chromatography on silica gel (ethyl acetate/hexane) followed by crystallization. Physical and spectral properties of all the products were found to be in close agreement with those reported for authentic samples. 

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