Patent EP-2535344-A1 (EP)
Inventor: AZAP CENGIZ DR
IPC: B01J31/00
Filed: 2011-06-17
Abstract: Silsesquioxane substituted compounds comprising (a) substituted nitrogen-containing heterocyclic compounds (I), (II) or (III) or their salts, (b) phosphine compounds (IV) or their salts, or (c) substituted nitrogen and phosphorus containing compounds (V) or (VI), are new. Silsesquioxane substituted compounds comprising (a) substituted nitrogen-containing heterocyclic compounds of formula (I), (II) or (III) or their salts, (b) phosphine compounds of formula ((R30-P +>(R32)(R31)-H)(X ->)) (IV) or their salts, or (c) substituted nitrogen and phosphorus containing compounds of formula (V) or (VI), are new. j : 0-2; R11 : not present (then a lone pair of electron is present at N) or (Rx n - 1(SiO 1 . 5) n]-Ry) (then N carries a positive charge); n : 4, 6, 8, 10, 12, 14, 16 or 18; X : anion; Q : bridging group comprising -(CH 2) q- or arylene; q : 1-20; a, b : 0-2 C-C double bonds in ring; R1 : H, (Rx n - 1(SiO 1 . 5) n]-Ry) or Z1 (all optionally substituted by Z1 or Z2); Rx : Z1 (all optionally substituted by Z1); Ry : 1-20C alkylene, 3-10C cycloalkylene, 1-20C alkyleneoxy, 2-20C alkenylene, 2-20C alkenyleneoxy, 2-20C alkylenethio, 2-20C alkylenecarbonyloxy, 6-18C arylene (optionally fused and optionally substituted by Z1 or Z2), 1-20C alkylene-6-18C arylene or 6-18C arylene-1-20C alkylene; either R2, R12, R3, R13, R4, R24, R5, R25, R14, R15 : H, Z1 or Z2 (all optionally substituted by Z1 or Z2); or 2 substituents of R2, R12, R3, R13, R4, R24, R5, R25, R14, R15 are fused in (I) or (II) : ring (optionally substituted); Z : Rx n - 1(SiO 1 . 5) n]-Ry; Z1 : mono-, bi- or tricyclic 3-10C cycloalkyl or mono-, bi- or tricyclic 3-10C cycloalkyloxy (both optionally substituted), 1-20C alkyl, 1-20C alkoxy, 1-20C thioalkyl, 2-20C alkenyl, 2-20C alkenyloxy, aryl or aryloxy (preferably mono- or polycyclic optionally fused aromatic 6-18C hydrocarbyl), aralkyl, alkylaryl, non-aromatic 3-7C heterocyclyl (saturated or partially saturated and contains 1-4 N, O or S, where N or S may be optionally oxidized), which may be fused with at least one monocyclic carbocyclyl-, heterocyclyl, aryl or heteroaryl, or aromatic 3-13C heteroaryl (contains 1-4 N, O, or S), which may be fused with at least one carbocyclyl, heterocyclyl, aryl or heteroaryl; Z2 : OH, halo, NH 2, mono- or dialkylated amine, imine, silyl, alkoxysilyl, silyloxy, amide, carboxylic acid, ester, nitrile, ketone, sulfoxide, phosphine, alkenyl ether, thioether, ether, cyclic ether, polyether, arylthio, carbodiimide, sulfoxide, sulfone, sulfonate, sulfonamide, oxy-thiophosphoryl, phosphine oxide or borono; R : H, CF 3, CCl 3, CBr 3, C 6F 5, triflate, tosylate, mesylate or sulfinate; R32 : not present (then a lone pair of electron is present at P) or (Rx n - 1(SiO 1 . 5) n]-Ry) (then P carries a positive charge and is present with the anion X ->); and R30, R31 : R1. Provided that: the groups R11 and R1 both represent (Rx n - 1(SiO 1 . 5) n]-Ry); and the groups R30, R31 and R32 represent (Rx n - 1(SiO 1 . 5) n]-Ry). Independent claims are also included for: (1) preparing (I)-(VI); and (2) a catalyst comprising (I) as a ligand and at least one compound of a transition metal, preferably palladium, ruthenium, nickel or cobalt. [Image] [Image] [Image].