Ap aper-based colorimetrics ensor system (PBCSS)w as developedt od etect the amounto fb is(pina-colato)diboron(B 2 Pin 2)a nd applied as ah igh-throughput screening protocol in Ir-catalyzed CÀHb orylation. First, 96 ligandsw ere screened... more
Ap aper-based colorimetrics ensor system (PBCSS)w as developedt od etect the amounto fb is(pina-colato)diboron(B 2 Pin 2)a nd applied as ah igh-throughput screening protocol in Ir-catalyzed CÀHb orylation. First, 96 ligandsw ere screened for the borylation of benzene,a nd then 12 of them were selected and tested for five sub-strates.T hese reactionm ixtures were spotted in the PBCSS,s howingablue-violet color.T he value of the gray scale of each reaction was obtained from these colored spots and converted to the extent of conversion of B 2 Pin 2. The extentso fc onversion of B 2 Pin 2 obtained from the PBCSS showed good correlation with those obtained from gas chromatography analysis.I na ddition, the modified conversion using blank data showedg ood correlation with the yield of products.
Rhodium-catalyzed transformation of alkyl aryl sulfides into arylboronic acid pinacol esters via C−S bond cleavage is reported. In combination with transition-metal-catalyzed sulfanyl group-guided regioselective C−H borylation reactions... more
Rhodium-catalyzed transformation of alkyl aryl sulfides into arylboronic acid pinacol esters via C−S bond cleavage is reported. In combination with transition-metal-catalyzed sulfanyl group-guided regioselective C−H borylation reactions of alkylthioarenes, this method allows the synthesis of a diverse range of multisubstituted arenes.
Ni/Cu-catalyzed transformation of fluoroarenes to arylboronic acid pinacol esters via C−F bond cleavage has been achieved. Further versatile derivatization of an arylboronic ester has allowed for the facile two-step conversion of a... more
Ni/Cu-catalyzed transformation of fluoroarenes to arylboronic acid pinacol esters via C−F bond cleavage has been achieved. Further versatile derivatization of an arylboronic ester has allowed for the facile two-step conversion of a fluoroarene to diverse functionalized arenes, demonstrating the synthetic utility of the method.
ipso-Borylation of fluoroarenes has been achieved using an air-stable copper complex as a catalyst. Mechanistic studies suggest that the reaction proceeds via an SRN1 mechanism involving a single-electron-transfer (SET) process and not... more
ipso-Borylation of fluoroarenes has been achieved using an air-stable copper complex as a catalyst. Mechanistic studies suggest that the reaction proceeds via an SRN1 mechanism involving a single-electron-transfer (SET) process and not via the typical SNAr mechanism. This method differs from the previously reported nickel/copper-cocatalyzed system in terms of scope of the substrate and has exhibited good scalability. Double and triple ipso-borylations of several di- and trifluoroarenes have been also achieved efficiently, enhancing the synthetic utility of this method.
