Research output: Contribution to journal › Article › peer-review
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. / Zayakin, Igor; Bagryanskaya, Irina; Stass, Dmitri et al.
In: Crystals, Vol. 10, No. 9, 770, 09.2020, p. 1-12.Research output: Contribution to journal › Article › peer-review
}
TY - JOUR
T1 - 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
AU - Zayakin, Igor
AU - Bagryanskaya, Irina
AU - Stass, Dmitri
AU - Kazantsev, Maxim
AU - Tretyakov, Evgeny
N1 - Publisher Copyright: © 2020 by the authors. Licensee MDPI, Basel, Switzerland.
PY - 2020/9
Y1 - 2020/9
N2 - 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.
AB - 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.
KW - ESR spectroscopy
KW - Nitronyl nitroxide
KW - Organogold derivatives
KW - Pd(0)-catalyzed cross-coupling
KW - X-ray diffraction analysis
KW - nitronyl nitroxide
KW - NITRONYL
KW - RADICALS
KW - organogold derivatives
UR - http://www.scopus.com/inward/record.url?scp=85090524267&partnerID=8YFLogxK
U2 - 10.3390/cryst10090770
DO - 10.3390/cryst10090770
M3 - Article
AN - SCOPUS:85090524267
VL - 10
SP - 1
EP - 12
JO - Crystals
JF - Crystals
SN - 2073-4352
IS - 9
M1 - 770
ER -
ID: 25287855