17877-23-5Relevant articles and documents
Unanticipated Silyl Transfer in Enantioselective α,β-Unsaturated Acyl Ammonium Catalysis Using Silyl Nitronates
Matviitsuk, Anastassia,Greenhalgh, Mark D.,Taylor, James E.,Nguyen, Xuan B.,Cordes, David B.,Slawin, Alexandra M. Z.,Lupton, David W.,Smith, Andrew D.
supporting information, p. 335 - 339 (2020/01/11)
The use of silyl nitronates is reported for the isothiourea-catalyzed synthesis of ?3-nitro-substituted silyl esters containing up to two contiguous stereocenters in good yields with excellent enantioselectivities (up to 93% yield and 99:1 er). The serendipitously discovered formation of silyl ester products in this reaction demonstrates a novel platform for catalyst turnover in α,β-unsaturated acyl ammonium catalysis.
Synthesis and reactions of donor cyclopropanes: efficient routes to cis- and trans-tetrahydrofurans
Dunn, Jonathan,Dobbs, Adrian P.
supporting information, p. 7386 - 7414 (2015/08/24)
Abstract A detailed study on the synthesis and reactions of silylmethylcyclopropanes is reported. In their simplest form, these donor-only cyclopropanes undergo Lewis acid promoted reaction to give either cis- or trans-tetrahydrofurans, with the selectivity being reaction condition-dependant. The adducts themselves are demonstrated to be an important scaffold for structural diversification. The combination of a silyl-donor group in a donor-acceptor cyclopropane with novel acceptor groups is also discussed.
Catalytic hydrogen evolution from hydrolytic oxidation of organosilanes with silver nitrate catalyst
Teo, Alan Kay Liang,Fan, Wai Yip
, p. 37645 - 37648 (2014/11/27)
In the light of uncertainty over the amount of recoverable fossil fuel reserves, hydrogen is touted to be a promising energy carrier in the future. Nevertheless, hydrogen storage remains a daunting challenge but a potential reaction for the generation of hydrogen on demand is the hydrolytic oxidation of organosilanes. Here, we demonstrate that silver nitrate, a readily available ionic salt, can catalyze the hydrolysis of organosilanes to produce hydrogen and organosilanols. In particular, turnover numbers and turnover frequencies in excess of 5 × 103 and 102 min-1 respectively are obtainable for the hydrolysis of triethylsilane at room temperature. This proposed silver nitrate mediated system is, by far, the simplest and cheapest catalytic hydrolysis of organosilanes. Results from the kinetic studies suggested a mechanistic scenario in which the hydrolysis of organosilanes is third order overall and first order in organosilane, water, and catalyst. The high hydrogen yield observed makes the silver nitrate catalyst an attractive material for hydrogen evolution. the Partner Organisations 2014.
