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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 и др.

в: Crystals, Том 10, № 9, 770, 09.2020, стр. 1-12.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

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@article{d450ad150f3049b49cf6df1c8b107a63,
title = "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",
abstract = "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.",
keywords = "ESR spectroscopy, Nitronyl nitroxide, Organogold derivatives, Pd(0)-catalyzed cross-coupling, X-ray diffraction analysis, nitronyl nitroxide, NITRONYL, RADICALS, organogold derivatives",
author = "Igor Zayakin and Irina Bagryanskaya and Dmitri Stass and Maxim Kazantsev and Evgeny Tretyakov",
note = "Publisher Copyright: {\textcopyright} 2020 by the authors. Licensee MDPI, Basel, Switzerland.",
year = "2020",
month = sep,
doi = "10.3390/cryst10090770",
language = "English",
volume = "10",
pages = "1--12",
journal = "Crystals",
issn = "2073-4352",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "9",

}

RIS

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