- Precursors: Synthesis, Reactivity, and Catalytic Application to the Suzuki-Miyaura Reaction
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The complexes (Cy2PC3H6PCy2)Ni(η2-arene) (arene = toluene (3), naphthalene (4)) have been synthesized and studied in detail. Displacement reactions of the toluene ligand afford the complexes (Cy2PC3H6PCy2)Ni(η2-styrene) (5), (Cy2PC3H6PCy2)Ni(PhCN) (6), (Cy2PC3H6PCy2)Ni(CO)2 (7), (Cy2PC3H6PCy2)Ni(PPh3) (8), (Cy2PC3H6PCy2)Ni(PCy3) (9), {(Cy2PC3H6PCy2)Ni}2(μ-H)2 (10), (Cy2PC3H6PCy2)Ni(η2-CO2) (11), and [(Cy2PC3H6PCy2)Ni]2(μ,η2-1,5-COD) (12). The relative rates of ArCl oxidative addition at Ni complexes 3, 4, 6, 8, and 12 have been evaluated experimentally, and the mechanism has been calculated by DFT. Complexes 3 and 4 are efficient catalysts for the Suzuki-Miyaura reaction between chloroarenes and Ar′B(OH)2.
- D'Accriscio, Florian,Ohleier, Alexia,Nicolas, Emmanuel,Demange, Matthieu,Thillaye Du Boullay, Olivier,Saffon-Merceron, Nathalie,Fustier-Boutignon, Marie,Rezabal, Elixabete,Frison, Gilles,Nebra, Noel,Mézailles, Nicolas
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supporting information
p. 1688 - 1699
(2020/06/04)
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- A synthetic double (bicyclic hexyl phosphine ) alkane method of the
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The invention discloses a method for synthesizing bis(dicyclohexylphosphine)alkane, belonging to the field of organic synthesis. The method comprises the following steps: (1) under water-free oxygen-free conditions, carrying out amino protection on the initial raw material dicyclohexyl chlorophosphine to obtain dicyclohexyl diethylamino phosphine; and (2) reacting the dicyclohexyl diethylamino phosphine with diethyl cadmium to obtain an di(dicyclohexylphosphine)cadmium intermediate, and reacting with dichloroalkane to synthesize the bis(dicyclohexylphosphine)alkane compound. The method has the advantages of mild reaction conditions and high yield, is easy to operate, lowers the production cost, and is easier for industrial production.
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- Modification of ligand properties of phosphine ligands for C-C and C-N bond-forming reactions
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A series of ligands have been prepared for use in Pd-catalysed coupling reactions to form C-C and C-N bonds; significant differences are exhibited by similar ligands containing different phosphorus substituents.
- Morris, David J.,Docherty, Gordon,Woodward, Gary,Wills, Martin
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p. 949 - 953
(2008/02/04)
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- Process for the preparation of substituted aromatic compounds
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A process for the preparation of a substituted aromatic compound in which a chloroaromatic compound and an alkyl-, alkenyl- or aryl-boronic acid ester or anhydride are coupled in the presence of palladium and a lipophilic aliphatic phosphine comprising at least one branched aliphatic group or a lipophilic aliphatic Dis(phosphine). Preferred phosphines include triisopropyl, triisobutyl and tricyclohexylphosphine.
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- COMMERCIAL SYNTHESIS 1,3-BIS(DIALKYLPHOSPHINO)PROPANES
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This paper reports a simple two step process by which a large variety of 1,3-bis(dialkylphosphino)propanes can be prepared on an industrial scale. The first stage is the preparation of an allyldialkylphosphine which is then followed by free radical additi
- Robertson, Allan J.,Micklethwaite, Colleen E.
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