33432-51-8Relevant academic research and scientific papers
Synthesis and Simple Immobilization of Palladium(II) Acyclic Diaminocarbene Complexes on Polystyrene Support as Efficient Catalysts for Sonogashira and Suzuki-Miyaura Cross-Coupling
Mikhaylov, Vladimir N.,Sorokoumov, Viktor N.,Korvinson, Kirill A.,Novikov, Alexander S.,Balova, Irina A.
, p. 1684 - 1697 (2016)
Immobilization of palladium(II) acyclic diaminocarbene (Pd(II)-ADC) complexes on a resin support surface has been easily performed by metal-mediated addition of amino groups of benzhydrylamine-polystyrene to the coordinated isocyanide ligand of cis-PdCl2(CNR)2 (R = t-Bu, Cy). The investigation of the benzhydrylamine reaction with palladium-coordinated isocyanides in solution has revealed that, depending on the reaction conditions, two carbene-type complexes can be obtained as a result of the addition to the CN triple bond, as well as a third complex which is formed via substitution of the isocyanide ligand by benzhydrylamine. Nucleophilic addition of an amino group to the isocyanide ligand has led to a cis-acyclic diaminocarbene complex or a cationic diaminocarbene complex with trans configuration and an intramolecular hydrogen-bonded chloride anion (the nature of this noncovalent interaction was analyzed by DFT calculations, including AIM analysis). The unsupported and resin-supported palladium catalysts have demonstrated high catalytic activity in both Sonogashira and Suzuki-Miyaura cross-coupling. The supported catalyst can be recovered and repeatedly reused without a significant loss in efficiency. The degree of the palladium binding with polystyrene, the oxidation state, and the palladium leaching level were investigated by XPS and XRF analyses.
Solid-state polymerization of monophenylbutadiyne derivatives
Watanabe, Jun-Ichi,Yokoyama, Harumi,Okada, Shuji,Takaragi, Shigeru,Matsuda, Hiro,Nakanishi, Hachiro
scheme or table, p. 441 - 447 (2011/11/07)
Solid-state polymerization of phenylbutadiyne derivatives with o-nitro, m-nitro or p-nitro group was investigated. All monomers in bulk crystals could be thermally polymerized to become black suggesting formation of extended pi-conjugation system. However, no regular polydiacetylene structures were confirmed by the structural analysis. Nanocrystals of the m-nitro derivative were prepared, and the different polymerization behavior compared with in the bulk crystals was observed. Copyright Taylor & Francis Group, LLC.
