18787-63-8Relevant articles and documents
Chlorinated Acetylenes from the Nudibranch Diaulula sandiegensis
Walker, Roger P.,Faulkner, John D.
, p. 1475 - 1478 (1981)
The nudibranch mollusc Diaulula sandiegensis contained nine chlorinated acetylenes, 1-9, all of which were relatively unstable when purified.The nine metabolites were identified as (1Z,3E,9Z)-1-chlorohexadeca-5,7-diyne-1,3,9-trien-15-one (1), (1Z,3Z,9Z)-1-chlorohexadeca-5,7-diyne-1,3,9-trien-15-one (2), (1Z,3E,9Z)-1-chlorohexadeca-5,7-diyne-1,3,9-trien-15-ol (3), (1Z,3Z,9Z)-1-chlorohexadeca-5,7-diyne-1,3,9-trien-15-ol (4), (1E,3E,9Z)-1-chlorohexadeca-5,7-diyne-1,3,9-trien-15-ol (5), (1Z,3E,9Z)-1-chlorohexadeca-5,7-diyne-1,3,9-trien-14-ol (6), (1Z,3Z,9Z)-1-chlorohexadeca-5,7-diyne-1,3,9-trien-14-ol (7), (1E,3E,9Z)-1-chlorohexadeca-5,7-diyne-1,3,9-trien-14-ol (8), and (1Z,3E)-1-chlorohexadeca-1,3-diene-5,7-diyn-14-ol (9) by analysis of spectral data.The chlorinated acetylenes 1-9 are believed to be involved in the chemical defense mechanism of the nudibranch.
Oxidation of heavy 1-olefins (C12= s(-) C20=) with TBHP using a modified Wacker system
Escola,Botas,Vargas,Bravo
, p. 34 - 39 (2010)
The oxidation of heavy olefins (C12-C20) was carried out using a modified Wacker system with TBHP as oxidant and acetonitrile as solvent at 80 °C. This system allowed the oxidation of 1-octadecene giving rise to 90% conversion with 60% selectivity towards 2-octadecanone after 2 h while the addition of β-cyclodextrins did not increase the production of 2-octadecanone. The oxidation of a equimolar mixture of n-dodecane + 1-dodecene enhanced markedly the selectivity towards 2-dodecanone yielding 63% instead of 34% in the absence of n-paraffin after 2 h, likely due to a dilution effect of the n-dodecane which reduces the extent of the isomerization reactions. The oxidation of a equimolar mixture C12= + C16= + C20= in the presence of equimolar amounts of their corresponding n-paraffins gave rise to practically complete conversion and selectivities toward 2-methylketones within 70-90% enhancing with decreasing chain length due to their higher solubility in the biphasic system. The activity of the catalyst dropped after two reaction cycles indicating its deactivation by the formation of palladium clusters. However, it was possible to obtain similar results in terms of activity and selectivity by increasing the (1-dodecene)/(PdCl2) ratio to 100, which is expected to increase the catalyst lifetime by decreasing the extent of palladium aggregation. In this regard, the reported system is rather promising for the oxidation of heavy 1-olefins towards methyl ketones.
Highly practical and efficient preparation of aldehydes and ketones from aerobic oxidation of alcohols with an inorganic-ligand supported iodine catalyst
Zhang, Mengqi,Zhai, Yongyan,Ru, Shi,Zang, Dejin,Han, Sheng,Yu, Han,Wei, Yongge
supporting information, p. 10164 - 10167 (2018/09/13)
Herein, we divulge an efficient protocol for aerobic oxidation of alcohols with an inorganic-ligand supported iodine catalyst, (NH4)5[IMo6O24]. The catalyst system is compatible with a wide range of groups and exhibits high selectivity, and shows excellent stability and reusability, thus serving as a potentially greener alternative to the classical transformations.
Organoruthenium-supported polyoxotungstate - Synthesis, structure and oxidation of n-hexadecane with air
Meng, Rui-Qi,Wang, Bin,Sui, Hui-Min,Li, Bao,Song, Wei,Wu, Li-Xin,Zhao, Bing,Bi, Li-Hua
, p. 1935 - 1942 (2013/05/23)
A ruthenium complex, KNa[Ru2(C6H6) 2(CH3COO)6] (Ru-KNa), and its polyoxotungstate derivative, Na6[{Ru(C6H6)}2W 8O28(OH)2]·16H2O (Ru-Na), have been successfully isolated from routine synthetic reactions and characterized by X-ray single-crystal structure analysis, IR spectroscopy and elemental analysis. A remarkable aspect of Ru-KNa is that it has two ligand types, benzene and acetate, and the acetate ligands are connected exclusively by a central Na cation to form a dimeric sandwich-type structure, which is further connected by K cations to construct the 3D structures. Based on complex Ru-KNa, the compound Ru-Na was synthesized, and it consists of two {Ru(C 6H6)} units linked to a [W8O 28(OH)2]10- fragment by three Ru-O(W) bonds to result in an assembly with idealized C2 symmetry in which the polyanions form 3D structures by the connection of Na chains. Subsequently, the compound Ru-Na was anchored on (3-aminopropyl)triethoxysilane (apts) modified SBA-15 to prepare the solid catalysts, which were characterized by powder XRD, N2 adsorption measurements and FTIR spectroscopy. Finally, the catalytic efficiency of Ru-Na was assessed in the oxidation of n-hexadecane with air without any additives and solvents. The results indicated that Ru-Na is a heterogeneous catalyst and exhibits higher catalytic activity than previously reported Ru-containing polyoxotungstates. Copyright
