Synthesis and Structure of (Nitronyl Nitroxide-2-ido)(tert-butyldiphenylphosphine)gold(I) and -(Di(tert-butyl)phenylphosphine)gold(I) Derivatives; Their Comparative Study in the Cross-Coupling Reaction
Autor: | Maxim S. Kazantsev, Dmitri V. Stass, Igor Zayakin, Irina Yu. Bagryanskaya, Evgeny V. Tretyakov |
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Jazyk: | angličtina |
Rok vydání: | 2020 |
Předmět: |
Nitroxide mediated radical polymerization
organogold derivatives General Chemical Engineering Radical Substituent Pd(0)-catalyzed cross-coupling 010402 general chemistry 01 natural sciences Medicinal chemistry Coupling reaction Inorganic Chemistry X-ray diffraction analysis chemistry.chemical_compound lcsh:QD901-999 Moiety General Materials Science 010405 organic chemistry ESR spectroscopy Condensed Matter Physics 0104 chemical sciences nitronyl nitroxide chemistry Phenylphosphine lcsh:Crystallography Cyclic voltammetry Phosphine |
Zdroj: | Crystals, Vol 10, Iss 770, p 770 (2020) |
ISSN: | 2073-4352 |
Popis: | We synthesized two new organogold derivatives of a nitronyl nitroxide (NN) with phosphine ligands, namely NN-Au-PtBuPh2 and NN-Au-PtBu2Ph. They were characterized by X-ray diffraction analysis, cyclic voltammetry, and ESR, IR, and UV/Vis spectroscopy. The X-ray structural analysis revealed a tendency of the NN moiety to form a large number of short intermolecular contacts. This phenomenon is related to the anionic nature of the paramagnetic group NN, as evidenced by a significantly lower oxidation potential in comparison with purely organic derivatives of NN radicals. The cross-coupling reaction of NN-Au-PPh3, NN-Au-PtBuPh2, or NN-Au-PtBu2Ph with an activated bromoarene, namely, p-BrC6H4NO2, was investigated. It was shown that regardless of the presence of the bulky tert-butyl substituent, all gold derivatives have similar activities in the cross-coupling reaction and give a cross-coupling product, NN-C6H4NO2, with comparable yields. |
Databáze: | OpenAIRE |
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