3859-35-6Relevant articles and documents
Synthesis of (polyfluoroalkyl)cyclopentenes as model compounds for fluorophilic cyclopentadienes
Kvicala, Jaroslav,Briza, Tomas,Paleta, Oldrich,Cermak, Jan
, p. 1345 - 1358 (2002)
Nucleophilic opening of the epoxide ring in 6-oxabicyclo[3.1.0]hexane (1) with ethenyl-magnesium bromide was employed for the preparation of 2-ethenylcyclopentan-1-ol (2). Radical addition of perfluoroalkyl iodides 3 to alcohol 2 afforded (polyfluoroiodoalkyl)cyclopentanols 4, which were deiodinated with tributylstannane to (polyfluoroalkyl)-cyclopentanols 5, followed by dehydration with Nafion-H to the target (polyfluoroalkyl)-cyclopentenes 6, which are potential intermediates for fluorous chemistry. Attempts to synthesize (polyfluoroalkyl)cyclopentadienes or bis(polyfluoroalkyl)cyclopentadienes failed due to the exclusive formation of unexpected side product, polyfluoroiodoalkanol 7, in the course of radical addition of perfluoroalkyl iodides 3 to ethenylcyclopentenol (8) or diethenylcyclopentanediol (9), respectively.
Accessing Frustrated Lewis Pair Chemistry through Robust Gold@N-Doped Carbon for Selective Hydrogenation of Alkynes
Fiorio, Jhonatan Luiz,Gon?alves, Renato Vitalino,Teixeira-Neto, Erico,Ortu?o, Manuel A.,López, Núria,Rossi, Liane Marcia
, p. 3516 - 3524 (2018/04/14)
Pyrolysis of Au(OAc)3 in the presence of 1,10-phenanthroline over TiO2 furnishes a highly active and selective Au nanoparticle (NP) catalyst embedded in a nitrogen-doped carbon support, Au@N-doped carbon/TiO2 catalyst. Parameters such as pyrolysis temperature, type of support, and nitrogen ligands as well as Au/ligand molar ratios were systematically investigated. Highly selective hydrogenation of numerous structurally diverse alkynes proceeded in moderate to excellent yield under mild conditions. The high selectivity toward the industrially important alkene substrates, functional group tolerance, and the high recyclability makes the catalytic system unique. Both high activity and selectivity are correlated with a frustrated Lewis pairs interface formed by the combination of gold and nitrogen atoms of N-doped carbon that, according to density functional theory calculations, can serve as a basic site to promote the heterolytic activation of H2 under very mild conditions. This "fully heterogeneous" and recyclable gold catalyst makes the selective hydrogenation process environmentally and economically attractive.
Organic Compounds
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Page/Page column 14, (2010/12/18)
Described are spiroalkyl- and -alkenylketones and esters thereof, a method for their production and fragrance compositions comprising them.
