METHOD OF PRODUCING C-ARYL-SUBSTITUTED ORTHO-CARBORANES USING MICROWAVE RADIATION Russian patent published in 2024 - IPC C07F5/02 

FIELD: chemistry.

SUBSTANCE: invention relates to the technology of organoboron compounds, specifically to a method for synthesis of C-aryl-substituted 1,2-dicarba-closo-dodecaboranes (12) (opto-carboranes) and B-substituted derivatives thereof. Method of producing C-aryl-substituted ortho-carboranes of formula (I)

where R¹ = H, Ar at R² = Ar; R² = H, Ar at R¹ = Ar; Ar = phenyl, 1'-naphthyl, 2'-anthracene, 1'-pyrenyl; X = H, F, Cl, Br, I, phenyl, involves treating unsubstituted or B-substituted ortho-carborane with excess butylmagnesium bromide in tetrahydrofuran in an argon atmosphere, reaction of the obtained Grignard reagent with aryl bromide in the same solvent at 120–150 °C in presence of 0.1–0.35 equivalent of anhydrous nickel chloride relative to the equivalent of ortho-carborane in tetrahydrofuran with microwave irradiation in a closed volume for 1–2 hours. Molar ratio of unsubstituted or B-substituted ortho-carborane and aryl bromide is 1:1.5–2.0 to obtain monoaryl-substituted ortho-carboranes and 1:3.0 to obtain diaryl-substituted ortho-carboranes. After cooling the reaction mixture, the desired product is isolated and purified by column chromatography.

EFFECT: providing a simple and effective method of producing the desired product.

3 cl, 13 ex