58435-18-0Relevant academic research and scientific papers
Microwave enhanced cross-coupling reactions involving alkenyl- and alkynyltrifluoroborates
Kabalka, George W.,Naravane, Abhijit,Zhao, Li Li
, p. 7091 - 7093 (2007)
Cross-coupling reactions of potassium alkenyltrifluoroborates and alkynyltrifluoroborates with aryl triflates in the presence of a palladium catalyst occur rapidly utilizing microwave irradiation. The coupled products are generated in good to excellent yi
Cobalt-Catalyzed Z to e Isomerization of Alkenes: An Approach to (E)-β-Substituted Styrenes
Liu, Hongmei,Xu, Man,Cai, Cheng,Chen, Jianhui,Gu, Yugui,Xia, Yuanzhi
, p. 1193 - 1198 (2020/02/04)
An efficient cobalt-catalyzed Z to E isomerization of β-substituted styrenes using the amido-diphosphine ligand was developed, delivering the (E)-isomers with good functional tolerance and high stereoselectivity. The reaction could be scaled up to gram-scale with a catalyst loading of 0.1 mol %, using a mixture of (Z)- and (E)-alkene as the starting material. Preliminary mechanistic studies indicated that cobalt(I)-hydride and a benzylic-cobalt species were probably involved in the reaction, as supported by experiments and DFT calculations.
Decarbonylative Olefination of Aldehydes to Alkenes
Ainembabazi, Diana,Reid, Christopher,Chen, Amanda,An, Nan,Kostal, Jakub,Voutchkova-Kostal, Adelina
supporting information, p. 696 - 699 (2020/01/31)
New atom-economical alternatives to Wittig chemistry are needed to construct olefins from carbonyl compounds, but none have been developed to-date. Here we report an atom-economical olefination of carbonyls via aldol-decarbonylative coupling of aldehydes using robust and recyclable supported Pd catalysts, producing only CO and H2O as waste. The reaction affords homocoupling of aliphatic aldehydes, as well as heterocoupling of aliphatic and aromatic ones. Computations provide insight into the selectivity and thermodynamics of the reaction. The tandem aldol-decarbonylation reaction opens the door to exploration of new carbonyl reactivity to construct olefins.
Design, Synthesis, and Application of Polymer-Supported Silicon-Transfer Agents for Cross-Coupling Reactions with Organolithium Reagents
Nguyen, Minh H.,O'Brien, Kevin T.,Smith, Amos B.
, p. 11056 - 11071 (2017/10/27)
The initial design, synthesis, and validation of polymer-supported siloxane transfer agents have been achieved that permit the direct use of organolithium reagents in the palladium-catalyzed cross-coupling reactions. Through rational design, two generations of polymer support were developed that significantly simplify product purification and the transfer agent recycling.
SILICON-BASED CROSS COUPLING AGENTS AND METHODS OF THEIR USE
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Paragraph 0056, (2016/02/10)
Compositions and methods using silicon-based cross-coupling agents in the formation of carbon-carbon and carbon-nitrogen bonds are described.
SINGLE-STEP PROCESS FOR THE PREPARATION OF ARYL OLEFINS
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Page/Page column 24, (2014/05/24)
The present invention relates to the single-step process for the synthesis of aryl olefin compounds of Formula (1) by reacting aryl aldehydes with alkyl aldehydes in presence of malononitrile and acid or base or salt, optionally in presence of solvent.
Recyclable polystyrene-supported siloxane-transfer agent for palladium-catalyzed cross-coupling reactions
Nguyen, Minh H.,Smith III, Amos B.
, p. 2070 - 2073 (2014/05/06)
The rational design, synthesis, and validation of a significantly improved insoluble polymer-supported siloxane-transfer agent has been achieved that permits efficient palladium-catalyzed cross-coupling reactions. The cross-linked polystyrene support facilitates product purification with excellent siloxane recycling. Drawbacks of a previous polymer-supported siloxane-transfer agent, relating to reaction efficiency and polymer stability after repeated cycles, have been addressed.
SILICON-BASED CROSS COUPLING AGENTS AND METHODS OF THEIR USE
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Paragraph 0061, (2014/01/08)
Compositions and methods using silicon-based cross-coupling agents in the formation of carbon-carbon and carbon-nitrogen bonds are described.
The design, synthesis and validation of recoverable and readily reusable siloxane transfer agents for Pd-catalyzed cross-coupling reactions
Martinez-Solorio, Dionicio,Hoye, Adam T.,Nguyen, Minh H.,Smith, Amos B.
supporting information, p. 2454 - 2457 (2013/07/05)
The development of competent, recoverable and reusable 1-oxa-2- silacyclopentene (siloxane) transfer agents for Pd-catalyzed cross-coupling reactions (CCRs) of organolithium reagents with aryl and alkenyl iodides has been achieved. Drawbacks of the first-generation siloxane-transfer agent (1), relating to facile recovery for potential recycling, have been addressed.
Polymer-supported siloxane transfer agents for Pd-catalyzed cross-coupling reactions
Nguyen, Minh H.,Smith, Amos B.
supporting information, p. 4258 - 4261 (2013/09/12)
The design, synthesis, and validation of a ring-opening metathesis polymerization (ROMP) polymer supporting siloxane transfer agents have been achieved that permit efficient palladium-catalyzed cross-coupling reactions. The solubility properties of the polymer facilitate not only product purification but also polymer recycling without significant loss of cross-coupling activity.
