Homogeneous gold-catalyzed hydrosilylation of aldehydes

Lantos, Diána; Contel, Marı ́a; Sanz, Sergio; Bodor, Andrea; Horváth, István T.

doi:10.1016/j.jorganchem.2006.10.025

Cited by 44 publications

(17 citation statements)

References 16 publications

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“…Benzaldehyde ( 7 a ) underwent hydrosilylation employing conditions comparable with typical coinage metal catalysts . Noteworthy, is the efficient hydrosilylation of tert ‐ butylaldehyde in 3 hours at room temperature, improving upon limitations of an earlier reported protocol by Stradiotto which required 24 hours at 70 °C to reach 48 % of silyl ether product 7 g .…”

Section: Figurementioning

confidence: 99%

Structural Elucidation of Silver(I) Amides and Their Application as Catalysts in the Hydrosilylation and Hydroboration of Carbonyls

Orr

Kelly

Boutland

et al. 2020

Chemistry A European J

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This study details the isolation and characterisation of three novel silver(I) amides in solution and solidstate, [Ag(Cy 3 P)(HMDS)] 2,[ Ag(Cy 3 P){N(TMS)(Dipp)}] 3 and [Ag(Cy 3 P) 2 (NPh 2 )] 4.T heir catalytic abilities have proved successfuli nh ydroboration and hydrosilylation reactions with af ull investigation performed with complex 2.B oth protocols proceed under mild conditions, displaying exceptional functional-groupt olerance and chemoselectivity, in excellent conversions at competitive reactiont imes. This work reveals the first catalytic hydroboration of aldehydes and ketones performed by as ilver(I) catalyst.

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Section: Figurementioning

confidence: 99%

Structural Elucidation of Silver(I) Amides and Their Application as Catalysts in the Hydrosilylation and Hydroboration of Carbonyls

Orr

Kelly

Boutland

et al. 2020

Chemistry A European J

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“…33 In addition, electronic properties of the ligands could have signicant effect on the activity as well as an electron donating monodentate trialkyl phosphine could react with FAL as an aldehyde to form an adduct. 34 To establish this interaction, 10 mL (0.04 mmol) of PBu 3 was mixed with 500 mL (6 mmol) of FAL at room temperature. The 31 P-NMR of the reaction mixture established the interaction between PBu 3 and FAL by a broad peak at 35.2 ppm.…”

Section: Resultsmentioning

confidence: 99%

Ruthenium-catalyzed solvent-free conversion of furfural to furfuryl alcohol

et al. 2017

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Bidentate phosphine-modified Ru-based homogeneous catalyst systems were developed for solvent-free conversion of furfural to furfuryl alcohol as a versatile biomass-based C 5 -platform molecule. The effect of the ligand structure and ligand concentration, the operating pressure and the reaction temperature on the catalyst's activity were studied in details. Under optimized conditions complete conversion of furfural to furfuryl alcohol was achieved in the absence of any added solvent and without any by-product formation. The maximum turnover frequency (6273 h À1 ) and 100% atom economy were obtained by using homogeneous Ru/Ph 2 P(CH 2 ) 4 PPh 2 catalyst, which was recyclable for twelve consecutive runs without affecting the catalytic performance of the catalyst.

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“…[ 129 ] In particular, complexes of ruthenium, [(Ru( p ‐cymene)Cl 2 ) 2 ] and gold, [AuCl(tht)] catalyze the hydrosilylation of benzaldehyde using Et 3 SiH in their optimized reaction conditions to generate silylated alcohol in 95 % and 78 %, respectively. [ 130,131 ] However, the uranyl catalytic system, having an almost similar reaction strategy, gives exclusively dibenzyl ether in >99 % yield (Scheme 12, Table 3). [ 99 ] A slight variation in the reaction parameter (Table 3), gives a mixture of dibenzyl ether and silylated alcohol in 73 % and 24 %, respectively.…”

Section: Comparison Of Uranyl Catalysis With Transition Metal Systemsmentioning

confidence: 99%

Unprecedented Catalytic Behavior of Uranyl(VI) Compounds in Chemical Reactions

Behera

Sethi

2020

Eur J Inorg Chem

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Uranyl catalysis represents a progressively more significant class of current research. The key species responsible for such catalysis is UO22+ ion which is a remarkably stable molecular component possessing strongly covalent and chemically robust trans U‐oxo groups. Aside from its fundamental interest, an understanding of the chemistry of such divalent UO22+ ion is enviable due to its huge ecological importance. The unprecedented electronic non‐rigidity of uranium center with easy switching among oxidation states and kinetic lability of its coordination states are the key features to bring about a considerable development in its catalytic reactivity profiles. This review explores the topical evolutions of most promising uranyl(VI) catalytic systems appearing in the literature for the last two decades along with reports prior to 2000 incorporated where pertinent. In addition to homometallic uranyl catalysis, a succinct discussion on heterometallic uranyl catalysis is presented. Finally, some relevant comparisons have been made between the uranyl catalysis and transition metal systems.

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Homogeneous gold-catalyzed hydrosilylation of aldehydes

Cited by 44 publications

References 16 publications

Structural Elucidation of Silver(I) Amides and Their Application as Catalysts in the Hydrosilylation and Hydroboration of Carbonyls

Structural Elucidation of Silver(I) Amides and Their Application as Catalysts in the Hydrosilylation and Hydroboration of Carbonyls

Ruthenium-catalyzed solvent-free conversion of furfural to furfuryl alcohol

Unprecedented Catalytic Behavior of Uranyl(VI) Compounds in Chemical Reactions

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