52387-50-5Relevant academic research and scientific papers
Base-free transfer hydrogenation of aryl-ketones, alkyl-ketones and alkenones catalyzed by an IrIIICp* complex bearing a triazenide ligand functionalized with pyrazole
Medrano-Castillo, Layla J.,Collazo-Flores, Miguel á.,Camarena-Díaz, Juan P.,Correa-Ayala, Erick,Chávez, Daniel,Grotjahn, Douglas B.,Rheingold, Arnold L.,Miranda-Soto, Valentín,Parra-Hake, Miguel
, (2020/03/13)
An IrIIICp* complex (2) bearing a triazenide ligand functionalized with pyrazole was synthesized and fully characterized by spectroscopic methods and the structure confirmed by X-ray diffraction studies. The catalytic activity of 2 and the control complex 3, which lacks of pyrazole in its structure, was evaluated in the reduction of aryl-ketones, alkyl-ketones, α,β-unsaturated and γ,δ-unsaturated ketones. The catalytic system, using either 2 or 3, exhibited good to excellent selectivity when tested with ketones and alkenones at 90 °C in 2-propanol as hydrogen source under base-free conditions. Reactivity of 2 in 2-propanol and NaH gave a neutral metal hydride (4) while in the absence of base gave two major cationic hydrides species (5 and 6).
ALLYLSTANNATION. III. SYNTHESIS OF HOMOALLYLIC ALCOHOLS AND 4-CHLORO-2,6-DIALKYL-3-METHYLTETRAHYDROPYRANS BY REACTIONS BETWEEN (E/Z)-2-BUTENYLDICHLORO-n-BUTYLTIN AND ALDEHYDES
Gambaro, Alessandro,Boaretto, Andrea,Marton, Daniele,Tagliavini, Giuseppe
, p. 293 - 304 (2007/10/02)
2-Butenyldichloro-n-butyltin (in various cis/trans isomer ratios) reacts readily with neat RCHO (R = CH3, C2H5, (CH3)2CH, and C6H5) at 25 deg C to give (a) linear alcohols, RCH(OH)CH2CH=CHCH3 in the E and Z forms, (b) branched alcohols, RCH(OH)CH(CH3)CH=CH2 in the threo and erythro forms, and (c) 2,3,4,6-tetrasubstituted tetrahydropyrans (A) as a mixture of cis/trans isomers arising from the CH(CH3)-CHCl bond.The maximum yields of these tetrahydropyrans were obtained by the use of 3-3.5 molar ratios RCHO/tin compound in the absence of solvents, whereas work-up after reactions in CH2Cl2 gave linear alcohols as the main products.The formation of linear alcohols appears to be stereospecific, as the ratio of E/Z isomers obtained is the same as that in the organotin compound.Tetrahydropyrans are formed preferentially as the trans isomers.
Regioreversed Addition of Crotylmagnesium Chloride to Carbonyl Compounds in the Presence of AlCl3
Yamamoto, Yoshinori,Maruyama, Kazuhiro
, p. 1564 - 1565 (2007/10/02)
The reaction of carbonyl compounds with crotylmagnesium chloride in the presence of AlCl3 at -78 deg C gives predominantly products in which the allylic group is attached at the less substituted position (α-adduct).
