17488-65-2Relevant articles and documents
An efficient heterogeneous catalytic system for chemoselective hydrogenation of unsaturated ketones in aqueous medium
Deshmukh, Amit,Kinage, Anil,Kumar, Rajiv,Meijboom, Reinout
, p. 3262 - 3268 (2010)
A highly chemoselective and green heterogeneous catalytic system of immobilized Ru(II)-phenanthroline complexes on amino functionalised MCM-41 material for the chemoselective hydrogenation of unsaturated ketones to unsaturated alcohols is demonstrated using water as a solvent. The XRD and FTIR spectra show the highly ordered hexagonal nature of the MCM-41, even after encapsulation of the ruthenium complex. The complex retains its configuration after anchoring, as was confirmed by FTIR and UV-Vis analysis. The detailed reaction parametric effect was studied for the hydrogenation of 3-methylpent-3-en-2-one to achieve complete conversion up to >99% chemoselectivity of 3-methylpent-3-en-2-ol. The anchored heterogeneous catalysts were recycled effectively and reused five times with marginal changes in activity and selectivity. The use of water as a solvent not only afforded high activity for the hydrogenation reaction compared to organic solvents, but also afforded a green process.
Comparison of the Catalytic Properties of 25-Atom Gold Nanospheres and Nanorods
Zhu, Yan,Qian, Huifeng,Das, Anindita,Jin, Rongchao
, p. 1149 - 1155 (2011)
The catalytic properties of two nanocluster catalysts with atomically precisely known structures, icosahedral two-shelled Au25(SC2H4Ph)18 nanospheres and biicosahedral Au25(PPh3)10(SC2H4Ph)5Cl2 nanorods, were compared. Their catalytic performance in the two reactions of the selective oxidation of styrene and chemoselective hydrogenation of α,β-unsaturated benzalacetone was investigated. The catalytic activities of icosahedral Au25(SC2H4Ph)18 nanospheres were superior to those of the bi-icosahedral Au25(PPh3)10(SC2H4Ph)5Cl2 nanorods for both reactions. The better catalytic performance of the Au25(SC2H4Ph)18 nanospheres can be attributed to their unique core-shell (Au13/Au12) geometric structure that has an open exterior atomic shell and to their electronic structure with an electron-rich Au13 core and an electron-deficient Au12 shell.
Disproportionation of acyclic ketones to carboxylate ions and ethers: A poisoning reaction on the way to the chemoselective reduction of α,β, -unsaturated ketones to allylic alcohols via hydrogen-transfer catalysed by a nonclassical ruthenium(II) trihydride
Bianchini,Farnetti,Frediani,Graziani,Peruzzini,Polo
, p. 1336 - 1337 (1991)
-
Enantioselective Radical Carbocyanation of 1,3-Dienes via Photocatalytic Generation of Allylcopper Complexes
Lu, Fu-Dong,Lu, Liang-Qiu,He, Gui-Feng,Bai, Jun-Chuan,Xiao, Wen-Jing
supporting information, p. 4168 - 4173 (2021/04/06)
1,3-Dienes are readily available feedstocks that are widely used in the laboratory and industry. However, the potential of converting 1,3-dienes into value-Added products, especially chiral products, has not yet been fully exploited. By synergetic photoredox/copper catalysis, we achieve the first visible-light-induced, enantioselective carbocyanation of 1,3-dienes by using carboxylic acid derivatives and trimethylsilyl cyanide. Under mild and neutral conditions, a diverse range of chiral allyl cyanides are produced in generally good efficiency and with high enantioselectivity from bench-stable and user-safe chemicals. Moreover, preliminary results also confirm that this success can be expanded to 1,3-enynes and the four-component carbonylative carbocyanation of 1,3-dienes and 1,3-enynes.
Hf-MOF catalyzed Meerwein?Ponndorf?Verley (MPV) reduction reaction: Insight into reaction mechanism
Lin, Yamei,Bu, Qingxia,Xu, Jiaxian,Liu, Xiao,Zhang, Xueping,Lu, Guo-Ping,Zhou, Baojing
, (2021/01/25)
Hf-MOF-808 exhibits excellent activity and specific selectivity on the hydrogenation of carbonyl compounds via a hydrogen transfer strategy. Its superior activity than other Hf-MOFs is attributed to its poor crystallinity, defects and large specific surface area, thereby containing more Lewis acid-base sites which promote this reaction. Density functional theory (DFT) computations are performed to explore the catalytic mechanism. The results indicate that alcohol and ketone fill the defects of Hf-MOF to form a six-membered ring transition state (TS) complex, in which Hf as the center of Lewis stearic acid coordinates with the oxygen of the substrate molecule, thus effectively promoting hydrogen transfer process. Other reactive groups, such as –NO2, C = C, -CN, of inadequate hardness or large steric hindrance are difficult to coordinate with Hf, thus weakening their catalytic effect, which explains the specific selectivity Hf-MOF-808 for reducing the carbonyl group.
