Patent number: 7642366
Abstract: The invention is concerned with new phosphine ligands of the formula I wherein R1 and R2 are independently of each other alkyl, aryl, cycloalkyl or heteroaryl, said alkyl, aryl, cycloalkyl or heteroaryl may be substituted by alkyl, alkoxy, halogen, hydroxy, amino, mono- or dialkylamino, aryl, —SO2—R7, —SO3?, —CO—NR8R8?, carboxy, alkoxycarbonyl, trialkylsilyl, diarylalkylsilyl, dialkylarylsilyl or triarylsilyl; R3 is alkyl, cycloalkyl, aryl or heteroaryl; R4? and R4 signify independently of each other hydrogen, alkyl or optionally substituted aryl; or R4? and R4 together with the C-atom they are attached to form a 3-8-membered carbocyclic ring; dotted line is absent or is present and forms a double bond; R5 and R6 are independently of each other hydrogen, alkyl or aryl; or linked together to form a 3-8-membered carbocyclic ring or an aromatic ring; R7 is alkyl, aryl or NR8R8?; and R8 and R8? are independently of each other hydrogen, alkyl or aryl; metal complexes with such ligands as well as the use of su
Type:
Grant
Filed:
November 1, 2006
Date of Patent:
January 5, 2010
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Hans Iding, Ernst Kupfer, Bruno Lohri, Kazimierz Michal Pietrusiewicz, Kurt Puentener, Michelangelo Scalone, Wioleta Swierczynska, Beat Wirz
Publication number: 20090326253
Abstract: The invention is concerned with new phosphine ligands of the formula I wherein R1 and R2 are independently of each other alkyl, aryl, cycloalkyl or heteroaryl, said alkyl, aryl, cycloalkyl or heteroaryl may be substituted by alkyl, alkoxy, halogen, hydroxy, amino, mono- or dialkylamino, aryl, —SO2—R7, —SO3?, —CO—NR8R8?, carboxy, alkoxycarbonyl, trialkylsilyl, diarylalkylsilyl, dialkylarylsilyl or triarylsilyl; R3 is alkyl, cycloalkyl, aryl or heteroaryl; R4? and R4 signify independently of each other hydrogen, alkyl or optionally substituted aryl; or R4? and R4 together with the C-atom they are attached to form a 3-8-membered carbocyclic ring; dotted line is absent or is present and forms a double bond; R5 and R6 are independently of each other hydrogen, alkyl or aryl; or linked together to form a 3-8-membered carbocyclic ring or an aromatic ring; R7 is alkyl, aryl or NR8R8?; and R8 and R8? are independently of each other hydrogen, alkyl or aryl; metal complexes with such ligands as well as the use of suc
Type:
Application
Filed:
September 11, 2009
Publication date:
December 31, 2009
Inventors:
Hans Iding, Ernst Kupfer, Bruno Lohri, Kazimierz Michal Pietrusiewicz, Kurt Puentener, Michelangelo Scalone, Wioleta Swierczynska, Beat Wirz
Patent number: 7524906
Abstract: The invention relates to a process for the preparation of a metal-organic compound, comprising at least one imine ligand, characterized in that an imine ligand according to formula 1, or the HA adduct thereof, wherein HA represents an acid, of which H represents its proton and A its conjugate base, is contacted with a metal-organic reagent of formula 2 in the presence of at least 1, respectively 2 equivalents of an inorganic or metal-organic base, wherein Y?N-R (formula 1), Y is selected from a substituted carbon, nitrogen or phosphorous atom, R represents a proton, a protic or an aprotic substituent, and the metal organic compound is: MV(L1)k(L2)l(L3)m(L4)nX (formula 2) wherein: M represents a group 4 or group 5 metal ion, V represents the valency of the metal ion, being 3, 4 or 5, L1, L2, L3, and L4 represent ligands on M and may be equal or different, X represents a group 17 halogen atom, and k, 1, m, n=0, 1, 2, 3, 4 with k+l+m+n+l=V.
Type:
Grant
Filed:
August 3, 2004
Date of Patent:
April 28, 2009
Assignee:
DSM IP Assets B.V.
Inventors:
Edwin IJpeij, Henricus Arts, Gerardus van Doremaele, Felix Beijer
Publication number: 20090018293
Abstract: The invention relates to a process for the preparation of a metalorganic compound, comprising at least one imine ligand, characterized in that an imine ligand according to formula 1, or the HA adduct thereof, wherein HA represents an acid, of which H represents its proton and A its conjugate base, is contacted with a metal-organic reagent of formula 2 in the presence of at least 1, respectively 2 equivalents of an inorganic or metal-organic base, wherein Y?N—R (formula 1), Y is selected from a substituted carbon, nitrogen or phosphorous atom, R represents a proton, a protic or an aprotic substituent, and the metal organic compound is: Mv(L1)k(L2)I(L3)m(L4)nX (formula 2) wherein: M represents a group 4 or group 5 metal ion, V represents the valency of the metal ion, being 3, 4 or 5, L1, L2, L3, and L4 represent ligands on M and may be equal or different, X represents a group 17 halogen atom, and k, l, m, n=0, 1, 2, 3, 4 with k+l+m+n+1=V.
Type:
Application
Filed:
September 9, 2008
Publication date:
January 15, 2009
Applicant:
DSM IP Assets B.V., TE
Inventors:
Edwin IJPEIJ, Arts Henricus, Gerardus van Doremaele, Beijer Felix
Publication number: 20080306260
Abstract: The invention relates to a method for producing aryl or heteroaryl amines, ethers or thioethers (III) by cross-coupling primary or secondary amities, alcohols or thioalcohols with substituted aryl or heteroaryl compounds (I) in the presence of a Brønsted base and a catalyst or a pre-catalyst containing a) a transition metal, a complex, a salt, or a compound of a transition metal from the group V, Mn, Fe, Co, Ni, Rh, Pd, Ir, Pt, and b) at least one sulfonated phosphane ligand in a solvent or a solvent mixture corresponding to Scheme 1 wherein Hal represents fluorine, chlorine, bromine, iodine, alkoxy, trifluoromethane sulfonate, nonafluorotrimethyl-methane sulfonate, methane sulfonate, 4-nitrobenzene sulfonate, benzene sulfonate, 2-naphthalene sulfonate, 3-nitrobenzene sulfonate, 4-nitrobenzene sulfonate, 4-chlorobenzene sulfonate, 2,4,6-triisopropylbenzene sulfonate or any other sulfonate, and X represents O, S or NR?. The invention also relates to novel phosphane ligands.
Type:
Application
Filed:
June 14, 2006
Publication date:
December 11, 2008
Inventors:
Andreas Meudt, Sven Nerdinger, Bernd Wilhelm Lehnemann, Joerg Jung, Till Vogel, Victor Snieckus