53883-70-8Relevant academic research and scientific papers
Mesoporous aluminosilicate-catalyzed allylation of carbonyl compounds and acetals
Ito, Suguru,Hayashi, Akira,Komai, Hirotomo,Yamaguchi, Hitoshi,Kubota, Yoshihiro,Asami, Masatoshi
experimental part, p. 2081 - 2089 (2011/04/19)
A mesoporous aluminosilicate (Al-MCM-41) was found to be an effective heterogeneous catalyst for the reaction of both carbonyl compounds and acetals with allylsilanes to afford the corresponding homoallyl silyl ethers and homoallyl alkyl ethers, respectively. Both the mesoporous structure and the presence of aluminum moiety were indispensable for the high catalytic activity of Al-MCM-41. Moreover, Al-MCM-41 could catalyze the reaction of acetals chemoselectively in the presence of the corresponding carbonyl compounds. The solid acid catalyst Al-MCM-41 could be recovered easily by filtration and could be reused three times without a significant loss of catalytic activity.
Monomeric metal aqua complexes in the interlayer space of montmorillonites as strong Lewis acid catalysts for heterogeneous carbon-carbon bond-forming reactions
Kawabata, Tomonori,Kato, Masaki,Mizugaki, Tomoo,Ebitani, Kohki,Kaneda, Kiyotomi
, p. 288 - 297 (2007/10/03)
Montmorillonite-enwrapped copper and scandium catalysts (Cu2-- and Sc3+-monts) were easily prepared by treating Na--mont with the aqueous solution of the copper nitrate and scandium triflate, respectively. The resulting Cu2+- and Sc3+-monts showed outstanding catalytic activities for a variety of carbon-carbon bond-forming reactions, such as the Michael reaction, the Sakurai-Hosomi allylation, and the Diels-Alder reaction, under solvent-free or aqueous conditions. The remarkable activity of the mont catalysts is attributable to the negatively charged silicate layers that are capable of stabilizing metal cations. Furthermore, these catalysts were reusable without any appreciable loss in activity and selectivity. The Cu2+-mont-catalyzed Michael reaction proceeds via a ternary complex in which both the 1,3-dicarbonyl compound and the enone are coordinated to a Lewis acid Cu2+ center.
Carbon-carbon bond forming reactions by using bistrifluoromethanesulfonimide
Cossy,Lutz,Alauze,Meyer
, p. 45 - 48 (2007/10/03)
Bistrifluoromethanesulfonimide has been used to catalyze C-C bond forming reactions such as Friedel-Crafts, Mukaiyama, 1,2-addition and 1,4-addition as well as C-glycosidation reactions.
Utilization of tetrabutylammonium triphenyldifluorosilicate as a fluoride source for silicon-carbon bond cleavage
Pilcher, Anthony S.,DeShong, Philip
, p. 6901 - 6905 (2007/10/03)
Tetrabutylammonium triphenyldifluorosilicate (TBAT) can be employed as a fluoride source to cleave silicon-carbon bonds thus generating in situ carbanions that coupled with a variety of electrophiles, including aldehydes and ketones, in moderate to high yields. Among the examples reported is the first instance of fluoride-induced intermolecular coupling between allyltrimethylsilane and imine derivatives. Also, of particular note is the TBAT-initiated coupling of primary alkyl halides with allyltrimethylsilane. TBAT is an easily handled crystalline solid that has several advantages over tetrabutylammonium fluoride (TBAF) as a fluoride source; it is anhydrous, nonhygroscopic, soluble in most commonly used organic solvents, and less basic than TBAF.
Chlorotrimethylsilane-Acetonitrile System as a New Promoter for Carbonyl Allylation by Diallyldibutyltin
Yasuda, Makoto,Fujibayashi, Tatsuya,Shibata, Ikuya,Baba, Akio,Matsuda, Haruo,Sonoda, Noboru
, p. 167 - 168 (2007/10/02)
Chlorotrimethylsilane combined with acetonitrile has characteristically promoted allylation of carbonyl compounds by diallyldibutyltin to produce a variety of homoallyl silyl ether in good yields, while the addition of HMPA or LiCl disturbed the allylatio
