Organoantimony Dihydroperoxides: Synthesis, Crystal Structures, and Hydrogen Bonding Networks

Organoantimony Dihydroperoxides: Synthesis, Crystal Structures, and Hydrogen Bonding Networks Научная публикация

Журнал

Inorganic Chemistry
ISSN: 0020-1669 , E-ISSN: 1520-510X

Вых. Данные

Год: 2023, Том: 62, Номер: 25, Страницы: 9912-9923 Страниц : 12 DOI: 10.1021/acs.inorgchem.3c00929

Авторы

Egorov Pavel A. ¹ , Grishanov Dmitry A. ² , Medvedev Alexander G. ¹ , Churakov Andrei V. ¹ , Mikhaylov Alexey A. ¹ , Ottenbacher Roman V. ³ , Bryliakov Konstantin P. ⁴ , Babak Maria V. ⁵ , Lev Ovadia ² , Prikhodchenko Petr V. ¹

Организации

1	Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Leninskii pr. 31, Moscow 119991, Russian Federation
2	Casali Center of Applied Chemistry, Hebrew University of Jerusalem, Jerusalem 9190401, Israel
3	Boreskov Institute of Catalysis, Pr. Lavrentieva 5, Novosibirsk 630090, Russian Federation
4	Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow 119991, Russian Federation
5	Drug Discovery Lab, Department of Chemistry, City University of Hong Kong, Kowloon, Hong Kong SAR 999077, China

Despite growing interest in the potential applications of p-block hydroperoxo complexes, the chemistry of inorganic hydroperoxides remains largely unexplored. For instance, single-crystal structures of antimony hydroperoxo complexes have not been reported to date. Herein, we present the synthesis of six triaryl and trialkylantimony dihydroperoxides [Me3Sb(OOH)2, Me3Sb(OOH)2·H2O, Ph3Sb(OOH)2·0.75(C4H8O), Ph3Sb(OOH)2·2CH3OH, pTol3Sb(OOH)2, pTol3Sb(OOH)2·2(C4H8O)], obtained by the reaction of the corresponding dibromide antimony(V) complexes with an excess of highly concentrated hydrogen peroxide in the presence of ammonia. The obtained compounds were characterized by single-crystal and powder X-ray diffraction, Fourier transform infrared and Raman spectroscopies, and thermal analysis. The crystal structures of all six compounds reveal hydrogen-bonded networks formed by hydroperoxo ligands. In addition to the previously reported double hydrogen bonding, new types of hydrogen-bonded motifs formed by hydroperoxo ligands were found, including infinite hydroperoxo chains. Solid-state density functional theory calculation of Me3Sb(OOH)2 revealed reasonably strong hydrogen bonding between OOH ligands with an energy of 35 kJ/mol. Additionally, the potential application of Ph3Sb(OOH)2·0.75(C4H8O) as a two-electron oxidant for the enantioselective epoxidation of olefins was investigated in comparison with Ph3SiOOH, Ph3PbOOH, t-BuOOH, and H2O2.

Egorov P.A. , Grishanov D.A. , Medvedev A.G. , Churakov A.V. , Mikhaylov A.A. , Ottenbacher R.V. , Bryliakov K.P. , Babak M.V. , Lev O. , Prikhodchenko P.V.
Organoantimony Dihydroperoxides: Synthesis, Crystal Structures, and Hydrogen Bonding Networks
Inorganic Chemistry. 2023. V.62. N25. P.9912-9923. DOI: 10.1021/acs.inorgchem.3c00929 WOS Scopus OpenAlex

Web of science:	WOS:001008553200001
Scopus:	2-s2.0-85163716637
OpenAlex:	W4380449922

БД	Цитирований
OpenAlex	9
Scopus	10
Web of science	9