20810-21-3

Upstream product

• 111-66-0 oct-1-ene 
• 592-41-6 1-hexene 
• 628-17-1 amyl iodide 
• 42843-49-2 (Z)-1-bromo-1-octene 
• 1239384-16-7 [2-(2-hydroxyprop-2-yl)phenyl]triisopropylsilane 
• 638-45-9 1-Iodohexane 
• 124-13-0 Octanal 
• 1779-51-7 n-butyl(triphenyl)phosphonium bromide 
• 91428-14-7 undeca-1,7-diyne 

Relevant academic research and scientific papers

The Iodine Atom Transfer Addition Reaction (I-ATRA) initiated by AIBN: Optimization, scope and radical reaction pathways

Optimization of reaction conditions (alkene, halide, solvent, stoichiometry, manners of the reagents addition, and reaction time) of the I-ATRA reactions involving 1-iodoalkylphosphonates was carried out. GC-MS-CI/EI analyses showed main and side products of this reaction and the corresponding radical reaction pathways leading to products derived from phosphorus and nonphosphorus containing iodides, as well as explained the source of hydrogen in radical reduction processes accompanying the I-ATRA reaction. Synthesis of some 3-iodoalkyl and 3-iodoalkenylphosphonates was also presented based on the optimized procedure.

Cross-coupling reactions through the intramolecular activation of Alkyl(triorgano)silanes

(Figure Presented) Cross-Si-ing the Jordan: Cross-coupling reactions of 2-(2-hydroxyprop-2-yl)phenylsubstituted alkylsilanes with a variety of aryl halides proceed in the presence of palladium and copper catalysts. The use of K3PO4 base allows for highly chemoselective alkyl coupling with both primary and secondary alkyl groups (Alk).

The metathesis of α-olefins over supported Re-catalysts in supercritical CO2

At 35 °C, in the presence of supercritical carbon dioxide (80-150 bar) as a solvent, α-olefins (RCHCH2, R = C4-C6) undergo highly selective self-metathesis catalyzed by supported Re-oxide (7%). To the best of our knowledge, this is the first procedure for the metathesis of alkenes, in which heterogeneous catalysts are combined with the use of dense CO2. The intrinsic eco-compatibility and the unique physicochemical properties of this medium offer both environmental and synthetic advantages: not only conventional toxic solvents (e.g. n-heptane and toluene) can be replaced, but the reaction is faster. For instance, after 2 h, the average conversion of 1-octene is 67% and 40% in scCO2 and n-heptane, respectively. The product of self-methatesis, 7-tetradecene, can be isolated in yields up to 68%. At 90 bar, the reaction is rather sensitive to the mole fraction of the olefin (in scCO2); though, the enhancement of the pressure (and the density) of the supercritical medium does not induce significant effects on either the rate or the selectivity of the process. The nature of the catalytic support also greatly affects the reaction outcome: Re-oxide shows good activity if dispersed over γ-Al2O3, while silica-based systems are ineffective.

Formation of symmetrical alkenes by homocoupling of metallated sulfones under nickel catalysis

Summary -Allylic sulfones undergo a coupling reaction with organometallic compounds (Mg or Li) not only with copper catalysts but also with iron or nickel salts. With 7,7-disubstituted allylic sulfones and also saturated aliphatic sulfones, however, another reaction was observed whereby two molecules of the starting sulfone are coupled to give symmetrical alkenes. The scope of this reaction was investigated. Elsevier.

AIR-STABLE BINUCLEAR ALKOXYTUNGSTEN COMPLEXES AS CATALYST PRECURSORS FOR OLEFIN METATHESIS

The use of the air-stable complexes tetrachlorobis(μ-methoxy)bis(methanolo)dimethoxyditungsten (1) and tetrachlorobis(μ-ethoxy)tetraethoxyditungsten (2) as catalyst precursors for the metathesis of 1-octene is described.Using mild conditions, the latter was converted to 7-tetradecene (4) in fair yields when diethylaluminum chloride (3) was used as a cocatalyst.Product stereoselectivity was 4/1 in favor of the trans isomer.The reaction was also shown to be efficient for the production of 2-nonenes.

REACTIONS EN MILIEU HETEROGENE SOLIDE-LIQUIDE FAIBLEMENT HYDRATE : LA REACTION DE WITTIG DANS LE SYSTEME HYDROXIDES ALCALINS/SOLVANT ORGANIQUE APROTIQUE

The Wittig reaction carried out in a slightly hydrated solid-liquid media constituted by a solid alkaline hydroxide and an organic phase which includes the phosphonium salt and the aldehyde leads easily to the corresponding alkene with very good yields specially with furanic aldehydes.The ylide formation at the interface appears as the most important step of this condensation.