15169-65-0

Upstream product

• 787624-20-8 bis(triphenylphosphine)nickel(II) diiodide 
• 15133-82-1 tetrakis(triphenylphosphine)nickel⁽⁰⁾ 
• 7553-56-2 iodine 
• 51807-26-2 (C₁₀H₈N₂)Ni(P(C₆H₅)3)2 
• 498-66-8 norborn-2-ene 
• 75-03-6 ethyl iodide 
• 15169-64-9 chlorotris(triphenylphosphine)nickel 
• 101177-96-2 (C₈H₁₂)NiI(P(C₆H₅)3) 
• 25136-46-3 tris(triphenylphosphine)nickel⁽⁰⁾ 

Relevant academic research and scientific papers

Relative Reactivities of Methyl Iodide and Methyl Tosylate with Transition-Metal Nucleophiles

The rate constants kI and kOTs are determined for the reaction of methyl iodide and methyl tosylate with a number of transition-metal nucleophiles.The values of kI cover a span of 1011 in magnitude.The ratio kI/kOTs covers a range from 109 to 10-3, with some nucleophiles not reacting with methyl tosylate before undergoing decomposition.Unfortunately, except for Co(CN)53-, the ratio cannot be used as a guide to free-radical mechanisms.Except for Li2Cu2Me4, Li2AuMe2, and Li2PtMe4, log kI plotted against log kOTs gives a straight line, suggesting a common SN2 mechanism.The permethylated complexes are unique in having kI/kOTs less than unity.

Synthesis of New Phosphine Nickel(I) Complexes and Crystal Structure of μ3-Iodo-tris-μ-iodo-cyclotris(triphenylphosphine Nickel), (TPP)3Ni3I4

Synthesis and properties of the new nickel(I) complexes (COD)Ni(TPP)I (3) and (TCP)NiI (5) are reported.Reaction of 3 and 5 with diphenylacetylene (7) yields alkyne complexes (R3P)NiI(PhC2Ph)Ni(R3P)I (R = Ph(8a), and Cy(8b)).In solution, 3 disproportionates to give nickel(0) and (TPP)3Ni3I4 (12), the structure of which has been determined by X-ray crystallography.Cluster compound 12 is cleaved into monomeric units by addition of ligands such as TPP or CO (TPP = triphenylphosphine, TCP = tricyclohexylphosphine, COD = 1,5-cyclooctadiene). - Key words: Nickel(I), Alkyne Complex, Cluster, Crystal Structure

Coupling of Organic Halides electrocatalyzed by the NiII/NiI/Ni0-PPh3 System. A Mechanistic Study based on an Electroanalytical Approach

The coupling of the organic halides bromobenzene, 1-iodobutane, 1-iodo-2,2-dimethylpropane, and benzyl chloride has been carried out by electrochemically generating and continuously recycling the nickel(0) complex promoter .This species undergoes oxidative addition by organic halides leading to ?-bonded organometallic nickel(II) derivatives.In these complexes the metal-carbon bond can be cleaved either by a straightforward thermal decomposition or by a cathodic reduction, depending upon whether the co-ordinated organic group is an alkyl or an aryl one.In the former case a high yield of the coupling product is obtained only by employing organic halides not bearing hydrogen atoms in the β position; when a β-elimination reaction can occur, the yield of the coupling product is, on the contrary, very low and can be significantly improved only by carrying out the reductive process at more negative potentials, at which a proposed nickel hydride intermediate can be reduced.When the co-ordinated organic group is an aryl one, reductive elimination of the organic group does not occur by thermal decomposition and the coupling product can be formed only by means of a cathodic reduction of the relevant organometallic nickel(II) derivative.An overall mechanism is proposed which is consistent with the data.

Selective cis-Isomerization of 1-Pentene Catalyzed by Ni(I)-Triphenylphosphine Complexes

Selective cis-isomerization of 1-pentene was carried out by NiX(PPh3)3 (X = halogen and pseudohalogen).First-order plots were obtained except for the iodo-complex.The addition of tin(II) chloride increased both activities and ratios of cis-2-pentene to the trans-isomer.Protic solvents accelerated the isomerization.Isotopic exchange between C2D4 and C2H4 or 1-pentene reveals that a metal hydride addition-elimination mechanism is operative.