分子内相互作用を有するスチバン類と有機ハロゲン化物のクロスカップリング反応

抄録

Hypervalent organoantimony compounds (Stibanes) {[2-(XCH2C6H4)(Aryl)2Sb]: 1: X=NMe2, 2: OMe, 3: SMe}, have been conveniently prepared and the function of them in carbon-carbon bond-forming reactions has been studied. The results showed that, (1) two Ar moiety on the stibanes can couple with acid chlorides (RCOCl) to afford the corresponding ketones (RCOAr) along with homo-coupling products (Ar-Ar), especially 1 bearing strong Sb---N coordination gave RCOAr in good yield, (2) Pd catalyst having no phosphorous ligand [Pd(dba)2, Pd(OAc)2] is superior to phosphorous-ligated one [PdCl2(PPh3)2, Pd(PPh3)4] in terms of yields of the coupling products and reaction time, (3) This coupling reaction has wide generality and can be applied to a variety of acid chlorides and stibanes (Ar=Ph, p-Tol, 1-naphthyl).

fig.1