BiCl₃‐catalyzed carbon‒carbon cross‐coupling of organoboronic acids with aryl iodides

Abstract

A procedure for BiCl 3 -catalyzed carbon-carbon cross-coupling reaction of organoboronic acids with aryl iodides is described. This protocol has a wide substrate scope and uses an inexpensive and non-toxic catalyst.

Green and Efficient Liquid-Phase Exfoliation of BiI3 Nanosheets for Catalytic Carbon–Carbon Cross-Coupling Reactions

“…Various reaction parameters such as effect of temperature, amount of catalyst, and reaction time were determined. The products were characterized by 1 H and 13 C NMR spectroscopy, and the results are listed in the Supporting Information (shown in Figures S7–S11), which were in good agreement with those reported in the literature . The yields of the products obtained under optimized reaction conditions are included in Table .…”

“…Furthermore, compared with the bulk BiI 3 powder, the yields of the products catalyzed by BiI 3 nanosheets were doubled and the reaction time was shortened by one-third. Meanwhile, the yield of biphenyl catalyzed by few-layer BiI 3 nanosheets prepared in this work was 91%, which is higher than the highest value (80%) reported in the literature (catalyzed by BiCl 3 in dimethyl sulfoxide) . The superior catalytic activity of BiI 3 nanosheets was ascribed to more exposed active sites and the higher Brunauer–Emmett–Teller (BET) surface area of the few-layer nanosheets, where the BET surface area of BiI 3 nanosheets and BiI 3 bulk were 6.6 and 2.2 m 2 /g, respectively, as shown in Figure S12.…”

“…Meanwhile, the yield of biphenyl catalyzed by few-layer BiI 3 nanosheets prepared in this work was 91%, which is higher than the highest value (80%) reported in the literature (catalyzed by BiCl 3 in dimethyl sulfoxide). 31 The superior catalytic activity of BiI 3 nanosheets was ascribed to more exposed active sites and the higher Brunauer−Emmett−Teller (BET) surface area of the few-layer nanosheets, where the BET surface area of BiI 3 nanosheets and BiI 3 bulk were 6.6 and 2.2 m 2 /g, respectively, as shown in Figure S12. To evaluate the reusability and stability of the BiI 3 nanosheets, a cycling test was performed.…”

“…The products were characterized by 1 H and 13 C NMR spectroscopy, and the results are listed in the Supporting Information (shown in Figures S7−S11), which were in good agreement with those reported in the literature. 31 The yields of the products obtained under optimized reaction conditions are included in Table 2. It was found that the electron-donating substrates afford products in a short time with good yields as compared to the electron-withdrawing substrates (Table 2, entries 2 and 3 vs entries 4 and 5).…”