- A Solid-Phase Assisted Flow Approach to In Situ Wittig-Type Olefination Coupling
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Described herein is the development of a continuous flow, solid-phase triphenylphosphine (PS-PPh3) assisted protocol to facilitate the in situ coupling of reciprocal pairs of halogen and carbonyl functionalised molecular pairs by a Wittig olefination within 15 mins. The protocol entails injecting a single solution (1 : 1 CHCl3 : EtOH) containing the halogenated and carbonyl-based substrates into a continuously flowing stream of CHCl3 : EtOH (1 : 1), passed through a fixed bed of K2CO3 and PS-PPh3. With advancement to the previous PS-PPh3 coupling procedures, the method employs a traditional polystyrene-based immobilisation matrix, the substrate scope of the protocol extended to substituted ketones, secondary alkyl chlorides, and an unprotected maleimide scaffold.
- Aldrich-Wright, Janice R.,Dankers, Christian,Gordon, Christopher P.,Polyzos, Anastasios,Tadros, Joseph
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supporting information
p. 4184 - 4194
(2021/08/24)
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- E-selective semi-hydrogenation of alkynes with dinuclear iridium complexes under atmospheric pressure of hydrogen
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Semi-hydrogenation of alkynes was catalyzed by halide-bridged dinuclear iridium complexes, yielding (E)-alkenes with high selectivity. Mechanistic studies conducted with monohydride dinuclear species, dihydride mononuclear species, and trihydride dinuclear species led us to propose a mechanism involving dual cycles.
- Higashida, Kosuke,Mashima, Kazushi
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supporting information
p. 866 - 868
(2016/08/13)
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- Acetamidoarenediazonium Salts: Opportunities for Multiple Arene Functionalization
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Unlike their ortho counterparts, meta- and para-acetamidoanilines can be converted into the corresponding acetamidoarenediazonium salts. These offer various opportunities for multiple Pd-catalyzed arene functionalization reactions, such as Matsuda-Heck-, Suzuki-Miyaura- or Fujiwara-Moritani couplings. Acetamidoarenediazonium salts, accessible from simple acetamidoanilines, are starting points for multiple Pd-catalyzed arene functionalization reactions.
- Schmidt, Bernd,Elizarov, Nelli,Riemer, Nastja,H?lter, Frank
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p. 5826 - 5841
(2015/09/15)
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- A mild chemoselective Ru-catalyzed reduction of alkynes, ketones, and nitro compounds
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The chemoselective reduction of alkyne, ketones, or nitro groups using (Ph3P)3RuCl2 as an inexpensive catalyst and Zn/water as a stoichiometric reductant is reported. Depending on the nature of the additive and the temperature, good chemoselectivities were observed allowing, e.g., for the selective reduction of a nitro group in the presence of a ketone or an alkyne.
- Schabel, Tobias,Belger, Christian,Plietker, Bernd
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p. 2858 - 2861
(2013/07/19)
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- Aryl-aryl interactions as directing motifs in the stereodivergent iron-catalyzed hydrosilylation of internal alkynes
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The defined Fe hydride complex FeH(CO)(NO)(Ph3P)2 is highly active as a catalyst for selective hydrosilylation of internal alkynes to vinylsilanes. Depending on the silane employed either E- or Z-selective hydrosilylation products were formed in excellent yields and good to excellent stereoselectivities.
- Belger, Christian,Plietker, Bernd
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p. 5419 - 5421
(2012/07/03)
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- PHOTOLYSIS OF para,α-SUBSTITUTED STILBENEDIAZONIUM SALTS WITH FORMATION OF LUMINESCENT PRODUCTS
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Photochemical transformations of some para,α-substituted stilbenediazonium tetrafluoroborates were studied in terms of their possible use as the light-sensitive component of positive luminescent photographic materials.In acetonitrile solutions the photodecomposition of the title compounds proceeds by an ionic mechanism with formation of luminescent photoproducts.Quantum yield of photodecomposition of the salts on irradiation at λ corresponding to the longwave absorption band diminished upon introduction of para substituents such as OCH3 and N(CH3)2.
- Pavlova, N. V.,Eroshkin, V. I.
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p. 292 - 295
(2007/10/02)
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- PALLADIUM-MEDIATED REACTION BETWEEN ARYL IODIDES AND STEREODEFINED 2-ARYLETHENYLDIMETHYLPHENYLSILANES OR 2-ARYLETHYNYLDIMETHYLPHENYLSILANES, IN THE PRESENCE OF A FLUORIDE ION SOURCE
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Stereodefined 2-arylethenyldimethylphenylsilanes, 1, do react with aryl iodides, 6, containing an electron-donating substituent as well as with 2-thienyl iodide, 7, in the presence of a catalytic amount of a palladium complex and a molar excess of a 1 M T
- Rossi, Renzo,Carpita, Adriano,Messeri, Tommaso
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