Process for the production of mono-, bi- or polyfunctional biaryls

Die Erfindung betrifft ein Verfahren zur Herstellung von mono-, bi- oder polyfunktionellen Biarylen in Anwesenheit eines Metallkomplexes der allgemeinen Formel IV als Katalysator. The preparation of mono-, bi- or polyfunctional biaryl compounds of (I), by reacting an aryl halide or analog (II) with an arylboronic acid derivative (III), is effected in presence of a nickel, palladium or platinum complex catalyst (IV) containing a diene ligand and a monofunctional phosphine ligand. The preparation of mono-, bi- or polyfunctional biaryl compounds of formula Ar-Ar' (I), by reacting an aryl compound of formula Ar-X (II) with an arylboronic acid derivative of formula Ar'-B(OR1)3 (III), is effected in presence of a metal complex catalyst of formula (IV). Ar, Ar' = optionally substituted up to 14C mono- or polycyclic aryl or optionally substituted 5-10 membered heteroaryl containing 1-4 of N, O and/or S; X = I, Br, Cl, OSO2CF3, arylsulfonyloxy, alkylsulfonyloxy or N2; M = Ni, Pd or Pt; L = monodentate organophosphorus ligand of formula PR6R7R8; A', B', C' = O, S, CH2, C(R9)a(R10)b, N(R11)c or Si(R12)d(R13)e; a - e = 0 or 1, provided that A' - C' may be part of a ring system if at least one of a = e = 0; x, y, z = 0 or 1, with x + y + z = 1-3; R1 = H, alkyl, aryl, alkenyl; or the two R1 groups may together form a ring; R2 - R5, R9 - R13 = as R1, or alkoxy, alkylcarbonyloxy, aryloxy, arylcarbonyloxy, F, Cl, OH, NO2, trialkylsilyl, CF3, CN, COOH, CHO, SO3H, mono- or dialkylamino, dialkylphosphinyl, alkylsulfonyl, alkylsulfinyl, arylsulfonyl, arylsulfinyl, alkoxysulfonyl, aryloxysulfonyl, alkylthio, arylthio, alkenylthio, alkylcarbonylamino, alkoxycarbonyl, CONH2, alkylcarbonyl, formylamino, alkoxycarbonylamino, arylcarbonyl, aryloxycarbonyl, 2-(alkoxycarbonyl)-vinyl, 2-carboxyvinyl, diarylphosphinyl, diarylphosphinoyl, dialkylphosphinoyl, PO3H, dialkoxyphosphinoyl or a fused cyclic residue; alkyl moieties have 1-10C and are optionally substituted by Cl, F, alkyl, alkoxy, Ph or OPh; alkenyl moieties have 2-10C, are mono- or polyunsaturated and are optionally substituted as for alkyl; aryl moieties are 5-10 membered aromatic or heteroaromatic groups and are optionally substituted as for alkyl.