15600-08-5Relevant academic research and scientific papers
ACTIVATION OF REDUCING AGENTS. SODIUM HYDRIDE CONTAINING COMPLEX REDUCING AGENTS 29. EPIMERIZATION OF ALCOHOLS BY NICKEL-CONTAINING COMPLEX REDUCING AGENTS (NiCRA)
Feghouli, G.,Vanderesse, R.,Fort, Y.,Caubere, P.
, p. 1383 - 1384 (1988)
Epimerization of selected alcohols has been easily achieved by nickel-containing Complex Reducing Agents (termed NiCRA) prepared from 2,5-dimethyl-2,5-hexanediol.It is shown that these reactions are under thermodynamic control.
Powerful Continuous-Flow Hydrogenation by using Poly(dimethyl)silane-Supported Palladium Catalysts
Kobayashi, Shu,Okumura, Mikiko,Akatsuka, Yuichi,Miyamura, Hiroyuki,Ueno, Masaharu,Oyamada, Hidekazu
, p. 4025 - 4029 (2015/12/26)
We developed poly(dimethyl)silane-supported Pd catalysts that are readily prepared from Pd(OAc)2, poly(dimethyl)silane, and Al2O3. The immobilization was achieved for the first time with a support that does not contain benzene rings. The Pd catalyst thus prepared was found to have higher hydrogenation activity than Pd/C. Furthermore, the catalyst was used in continuous-flow hydrogenation with various substrates, including simple liquid substrates (neat) and dissolved solid substrates. Vegetable oils, squalenes, and phosphatidylcholine were successfully hydrogenated on gram to kilogram scales.
One-Pot Bi(OTf)catalyzed oxidative deprotection of tert -butyldimethyl silyl ethers with TEMPO and co-oxidants
Barnych, Bogdan,Vatèle, Jean-Michel
experimental part, p. 2048 - 2052 (2011/10/19)
A sequential one-pot synthesis for the oxidation of primary and secondary tert-butyldimethylsilyl (TBDMS) ethers, using catalytic amounts of metal triflates and TEMPO in combination with PhIO or PhI(OAc)in THF or acetonitrile, is described. Acid-sensitive protecting groups such as methylidene, isopropylidene, acetals, and Boc are unaffected under the reaction conditions. Another feature of this procedure is its high selectivity for TBDMS ethers over tert-butyldiphenylsilyl ethers and of aliphatic TBDMS groups over phenolic TBDMS groups. Georg Thieme Verlag Stuttgart - New York.
Recyclable gold nanoparticle catalyst for the aerobic alcohol oxidation and C-C bond forming reaction between primary alcohols and ketones under ambient conditions
Kim, Sungjin,Bae, Sang Won,Lee, Jae Sung,Park, Jaiwook
experimental part, p. 1461 - 1466 (2009/04/11)
A recyclable gold catalyst is synthesized from readily available reagents by immobilizing gold nanoparticles in aluminum oxyhydroxide support through a simple sol-gel method. The catalyst showed the high activity even at room temperature in the aerobic oxidation of various alcohols and in the coupling reaction between primary alcohols and ketones.
Mild and recyclable hypervalent iodine system for oxidation of alcohols
Telvekar, Vikas N.,Herlekar, Omkar P.
, p. 859 - 863 (2007/10/03)
A simple and mild system for oxidation of primary and secondary alcohols to corresponding aldehydes and ketones has been developed using 4,4′-bis (dichloroiodo) biphenyl in combination with tetraethylammonium bromide (TEAB) at room temperature. Facile recovery and recyclability of the oxidant is reported. Copyright Taylor & Francis Group, LLC.
Application of the excited state meta effect in photolabile protecting group design
Wang, Pengfei,Hu, Ayou,Wang, Yun
, p. 2831 - 2833 (2008/02/07)
A novel photolabile protecting group for carbonyl compounds has been developed, based on the excited state meta effect.
Palladium nanoparticles entrapped in aluminum hydroxide: Dual catalyst for alkene hydrogenation and aerobic alcohol oxidation
Min, Serk Kwon,Kim, Namdu,Cheon, Min Park,Jae, Sung Lee,Kyung, Yeon Kang,Park, Jaiwook
, p. 1077 - 1079 (2007/10/03)
(Chemical Equation Presented) A new aluminum hydroxide-supported palladium catalyst (1) made by a one-pot synthesis through nanoparticle generation and gelation shows a dual catalytic activity for olefinic hydrogenation and aerobic alcohol oxidation.
Chemoselective Reduction of α,βUnsaturated Aldehydes, Ketones, Carboxylic Acids, and Esters with Nickel Boride in Methanol-Water
Khurana, Jitender Mohan,Sharma, Purnima
, p. 549 - 552 (2007/10/03)
A facile procedure for the conjugate reduction of α,β -unsaturated aldehydes, ketones, carboxylic acids, and esters is reported with nickel boride generated in situ from NiCl2·6H 2O/NaBH4 in methanol-water at ambient temperature.
Pd(II)-hydrotalcite-catalyzed oxidation of alcohols to aldehydes and ketones using atmospheric pressure of air
Kakiuchi,Maeda,Nishimura,Uemura
, p. 6620 - 6625 (2007/10/03)
A heterogenized Pd catalyst, Pd(II)-hydrotalcite (palladium(II) acetate-pyridine supported by hydrotalcite) catalyzes the aerobic oxidation in toluene of a variety of primary and secondary alcohols into the corresponding aldehydes and ketones in high yields using atmospheric pressure of air as a sole oxidant under mild conditions. This catalyst is also effective for the oxidation of allylic alcohols, especially such as geraniol and nerol, without any isomerization of an alkenic part. The catalyst can be easily prepared from all commercially available reagents and reused several times.
Pd(II)-hydrotalcite-catalyzed selective oxidation of alcohols using molecular oxygen
Uemura,Kakiuchi,Nishimura,Inoue
, p. 165 - 172 (2007/10/03)
A novel heterogenized Pd catalyst, Pd supported by hydrotalcite [Pd(II)-hydrotalcite], was synthesized by a simple operation from commercially available hydrotalcite, Pd(OAc)2 and pyridine. The catalyst was effective for the oxidation of a wide range of alcohols using molecular oxygen as a sole oxidant. With this catalytic system, various alcohols were readily converted to the corresponding aldehydes or ketones selectively in high to excellent yields. Sterically less hindered substrates were converted to the corresponding ketones much faster than the hindered ones. For example, cyclohexanol was converted to cyclohexanone in 79% yield for 15 hr, while larger-sized cyclic alcohols were oxidized to the corresponding ketones only in 32-77% yields in the same reaction time. The catalyst was also applicable to the oxidation of unsaturated alcohols such as geraniol and nerol without any isomerization of an alkenic part. Modified Pd(II)-hydrotalcite [Pd(II)-hydrotalcite(m)] could be reused several times while keeping its activity.
