The coupling reaction of substituted toluenes themselves and the cross-coupling reaction of substituted toluene and aromatic in the presence of bromine in anhydrous CCl4 under irradiation lead to diphenylmethanes with moderate to good yields. The methylene moiety in diphenylmethanes comes from the toluene with fewer electron-donating groups, and regioselectivity was observed.
Iodine-catalyzed disproportionation of aryl-substituted ethers under solvent-free reaction conditions
作者:Marjan Jereb、Dejan Vražič
DOI:10.1039/c3ob27267b
日期:——
iodine produced triphenylmethane and the corresponding aldehydes and ketones. The electron-donating substituents facilitated the reaction, while the electron-withdrawing groups retarded it; the difference in reactivity is not very high. Such an observation may be in favour of hydride transfer, predominantly from the less electron rich side of the ether with more stable carbocation formation. With the isotopic