7348-75-6

Upstream product

• 3710-30-3 1,7-Octadiene 
• 2807-09-2 trans-3-hexen-1-yne 
• 97-93-8 triethylaluminum 
• 31844-98-1 (E)/(Z)-1-bromo-1-butene 
• 60-29-7 diethyl ether 
• 104164-79-6 1-iodo-but-1-ene 
• 15192-80-0 (E,E,E)-2,4,6-octatriene 
• 34164-50-6 4-penten-1-ylmagnesium bromide 

Relevant academic research and scientific papers

THE COUPLING OF ORGANIC GROUPS BY THE ELECTROCHEMICAL REDUCTION OF ORGANIC HALIDES: CATALYSIS BY 2,2'-BIPYRIDINENICKEL COMPLEXES

The electrochemical reduction of a dilute solution of NiX2bipy (bipy = 2,2'-bipyridine) in N-methylpyrrolidone gives the corresponding Ni0 complex, which undergoes oxidative addition with an excess of an organic halide RX to form RNiX.Decomposition of RNiX gives the dimer R2 in good yield and nickel(II).The nickel(0) species is regenerated to give an electrocatalytic process.The possible mechanism of these reactions is discussed briefly.

Chemical process

Novel 2,4-dihydrocarbylspiro[5.5]undeca-1,4,8-trien-3-one compounds are prepared by reacting an N,N-dihydrocarbyl,2,6-dihydrocarbyl-4-aminomethylphenol with a conjugated diene and an alkyl halide in a liquid solvent medium.

Metal Catalysis in Organic Reactions. Part 13. The Reaction of 3-En-1-ynes with Trialkylalanes: Influence of Transition-metal Complexes

The reaction between trialkylalanes and 3-alkyl-, or 4-alkyl-, or 3,4-dialkyl-but-3-en-1-ynes (1) lead to products which correspond to metallation, reduction, and carbalumination processes.The extent of such reactions, and the regio- and stereo-selectivity of the carbalumination, are dependent on the enyne used.A mechanism is proposed involving tautomeric equilibria among several α-unsaturated organoaluminium intermediates to explain the formation of the carbalumination products. In the presence of catalytic amounts of nickel and manganese complexes, 3-en-1-ynes (1), by reacting with tri-isobutylaluminium, are dimerized selectively in a 'head-to-tail' fashion to conjugated tetraenes having different structures in relation to the different nature of the transition-metal complex.The preparative aspect of these induced reactions is discussed, and, in the light of previous reports, some mechanistic considerations are presented.

(Alkenyl-η3-allyl)bis(η5-cyclopentadienyl)titanium Complexes

Bis(η5-cyclopentadienyl)titanium hydride (Cp2TiH), presumably formed in situ from bis(η5-cyclopentadienyl)titanium dichloride (1) and isopropylmagnesium bromide (2) adds to the conjugated C=C bonds of the alkatrienes 4, 5, 25, 36, and 45 to give the (alkenyl-η3-allyl)bis(η5-cyclopentadienyl)titanium complexes 7 and 10, 8, 26, and 30, 37, 46.The complexes 7, 8, and 26 with the alkenyl group in position 1 isomerize to give the compounds 27, 28, and 29 in which the C=C bond is conjugated with the allyl group.Compound 37 which contains an alkenyl group in a meso-position does not isomerize.In the case of isomycoren (40), TiH addition occurs primarily to the isolated C=C bond followed by intramolecular cyclization to give the bis(η5-cyclopentadienyl)(1-cyclopentyl-η3-allyl)titanium complex 41.