Ph$_3$AsO as a strong hydrogen-bond acceptor in cocrystals with hydrogen peroxide and gem-dihydroperoxides

Siljanovska, Ana (avtor), Virant, Miha (avtor), Lozinšek, Matic (avtor), Cerkovnik, Janez (avtor)

Hydrogen-bonded cocrystals have attracted considerable attention as they allow fine-tuning of properties through the choice of hydrogen-bond donors and acceptors. In this study, triphenylarsine oxide (Ph$_3$AsO) is introduced as a strong hydrogen-bond acceptor molecule. Due to its higher Lewis basicity compared to triphenylphosphine oxide (Ph$_3$PO), it acts as a strong hydrogen-bond acceptor, which is demonstrated in six new cocrystals with H$_2$O$_2$ and gem-di(hydroperoxy)cycloalkanes. All cocrystals formed large, high-quality single crystals, which were analyzed by X-ray diffraction and IR spectroscopy. The cocrystal of Ph$_3$AsO with H$_2$O$_2$ shows prolonged stability without loss of oxidative power. In addition, the newly formed interactions were also present in solution and were detected by NMR spectroscopy. The higher electron-donating ability of Ph$_3$AsO compared to Ph$_3$PO was confirmed by competition experiments. Ph$_3$AsO exclusively binds H$_2$O$_2$, even in dilute aqueous solutions and in the presence of Ph$_3$PO. This study expands the range of hydrogen-bond acceptors and demonstrates that Ph$_3$AsO is a useful cocrystallizing tool in crystal engineering and a sensitive marker for hydrogen peroxide.

• Jezik: Angleški jezik
• Ključne besede: cocrystals, arsine oxide, adducts, crystal structure, noncovalent interactions, oxides, pH
• Vrsta gradiva: Članek v reviji
• Tipologija: 1.01 - Izvirni znanstveni članek
• Organizacija: FKKT - Fakulteta za kemijo in kemijsko tehnologijo
• Status publikacije: Objavljeno
• Različica publikacije: Objavljena publikacija
• Leto izida: 2025
• Št. strani: Str. 2329−2335
• Številčenje: Vol. 64, iss. 5
• PID: 20.500.12556/RUL-167161
• UDK: 546
• ISSN pri članku: 1520-510X
• DOI: 10.1021/acs.inorgchem.4c04535
• COBISS.SI-ID: 224558083
• Datum objave v RUL: 10.02.2025

Gradivo je del revije

• Naslov: Inorganic chemistry
• Skrajšan naslov: Inorg. chem.
• Založnik: American Chemical Society
• ISSN: 1520-510X
• COBISS.SI-ID: 512805401

Licence

• Licenca: CC BY 4.0, Creative Commons Priznanje avtorstva 4.0 Mednarodna
• Povezava: http://creativecommons.org/licenses/by/4.0/deed.sl
• Opis: To je standardna licenca Creative Commons, ki daje uporabnikom največ možnosti za nadaljnjo uporabo dela, pri čemer morajo navesti avtorja.

Sekundarni jezik

• Jezik: Slovenski jezik
• Ključne besede: kokristali, arzin oksid, kristalna struktura, vodikova vez