71277-02-6Relevant articles and documents
Fluorous oxime palladacycle: A precatalyst for carbon-carbon coupling reactions in aqueous and organic medium
Susanto, Woen,Chu, Chi-Yuan,Ang, Wei Jie,Chou, Tzyy-Chao,Lo, Lee-Chiang,Lam, Yulin
experimental part, p. 2729 - 2742 (2012/05/21)
To facilitate precatalyst recovery and reuse, we have developed a fluorous, oxime-based palladacycle 1 and demonstrated that it is a very efficient and versatile precatalyst for a wide range of carbon-carbon bond formation reactions (Suzuki-Miyaura, Sonogashira, Stille, Heck, Glaser-type, and Kumada) in either aqueous or organic medium under microwave irradiation. Palladacycle 1 could be recovered through F-SPE in various coupling reactions with recovery ranging from 84 to 95% for the first cycle. Inductively coupled plasma optical emission spectrometry (ICP-OES) analyses of the Pd content in the crude product from each class of transformation indicated extremely low levels of leaching and the palladacycle could be reused four to five times without significant loss of activity.
Synthesis, characterization and primary evaluation of the synthetic efficiency of supported vinyltins and allyltins
Kerric, Gaelle,Grognec, Erwan Le,Fargeas, Valérie,Zammattio, Fran?oise,Quintard, Jean-Paul,Biesemans, Monique,Willem, Rudolph
experimental part, p. 1414 - 1424 (2010/07/04)
Supported vinyltins and allyltins grafted to an insoluble cross-linked polystyrene matrix were prepared using methods usually employed in solution, like hydrostannylation of alkynes, transmetallation of a tin halide with organomagnesium or organozinc reagents, and substitution of an allyl halide by a supported stannylanion or SN2′ substitution of a supported β-stannylacrolein acetal by cyanocopper reagents in the presence of boron trifluoride etherate. The insoluble grafted organotin reagents were analysed by HRMAS NMR, allowing an unambiguous assignment of their isomeric distribution or the identification of side products. When involved in Stille cross-coupling reactions (vinyltins) or in addition on aldehydes (allyltins), these supported reagents exhibit similar reactivity and similar stereoselectivity when compared to the tributyltin analogues, with the advantage to prevent problems due to the contamination by tin residues.
Unsaturated oximes. XXVII: 5-Phenyl-2,4-pentadienals and their oximes
Unterhalt,Eljabour,Milsmann
, p. 1130 - 1134 (2007/10/02)
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