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

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 Full article

Journal

Crystals
ISSN: 2073-4352

Output data

Year: 2020, Volume: 10, Number: 9, Article number : 770, Pages count : 12 DOI: 10.3390/cryst10090770

Tags

ESR spectroscopy; Nitronyl nitroxide; Organogold derivatives; Pd(0)-catalyzed cross-coupling; X-ray diffraction analysis

Authors

Zayakin I. ¹ , Bagryanskaya I. ^1,2 , Stass D. ^2,3 , Kazantsev M. ^1,2 , Tretyakov E. ^1,2

Affiliations

1	(Scopus) N. N. Vorozhtsov Institute of Organic Chemistry, 9 Ac. Lavrentiev Avenue, Novosibirsk, 630090, Russian Federation
2	(Scopus) Departments of Physical and Natural Sciences, Novosibirsk State University, 2 Pirogova Str, Novosibirsk, 630090, Russian Federation
3	(Scopus) Institute of Chemical Kinetics and Combustion, 3 Institutskaya Str, Novosibirsk, 630090, Russian Federation

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. © 2020 by the authors. Licensee MDPI, Basel, Switzerland.

Zayakin I. , Bagryanskaya I. , Stass D. , Kazantsev M. , Tretyakov E.
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

Crystals. 2020. V.10. N9. 770 :1-12. DOI: 10.3390/cryst10090770 WOS Scopus РИНЦ

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Published online:

Aug 31, 2020

Web of science	WOS:000582020100001
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