150281-20-2Relevant academic research and scientific papers
α-Arylation of β-diketones with aryl halides catalyzed by CuO/aluminosilicate
Ganesh Babu,Sakthivel,Dharmaraj,Karvembu
, p. 6873 - 6877 (2014)
α-Arylation of β-diketones has been carried out over CuO/aluminosilicate catalyst under ligand-free condition. The reaction conditions were optimized with different solvents, bases, catalyst amounts, and temperatures using acetylacetone and 4-bromobenzaldehyde as a model system. The scope of the catalytic system was extended to include various substituted aryl halides. 27 examples were successfully demonstrated and the yields were ranging from 55% to 94%. C-Br bond was regioselectively activated in the presence of C-Cl bond. Similarly acetylacetone was chemoselectively arylated by 4-bromobenzaldehyde in the presence of dibenzoylacetone. Heterogeneous nature of the catalyst was confirmed by hot-filtration test. The catalyst was also found to be reusable.
β-Diketone Interactions Part 8. The Hydrogen Bonding of the Enol Tautomers of Some 3-Substituted Pentane-2,4-diones
Emsley, John,Ma, Lewina Y. Y.,Bates, Paul A.,Motevalli, Majid,Hurtshouse, Michael B.
, p. 527 - 534 (2007/10/02)
Three new derivatives of pentane-2,4-dione (PD) have been synthesized: 3-(4-nitrophenyl), 3-(4-phenoxyphenyl) and 3-(4-isopropylphenyl).The X-ray crystal structures of these compounds show them to have very short hydrogen bonds with R(O...O) = 2.445, 2.443, and 2.419 Angstroem, respectively.Those parameters most sensitive to hydrogen bonding - 1H chemical shift, change in chemical shift on deuteration , and streching frequencies C=O and νmax.(OHO)> - have been measured for these, and other 3-derivatives of PD, with a view to probing the potential energy well of this type of bond.The conclusion is that in all of the compounds with R(O...O) 2.45 Angstroem, the hydrogen bonding is very strong with the proton zero point energy above the internal barrier.
