Bifurcated Halogen Bonding Involving Diaryliodonium Cations as Iodine(III)-Based Double-σ-Hole Donors

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F21%3A43934058" target="_blank" >RIV/60461373:22310/21:43934058 - isvavai.cz</a>

Výsledek na webu

<a href="https://doi.org/10.1021/acs.cgd.0c01463" target="_blank" >https://doi.org/10.1021/acs.cgd.0c01463</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.cgd.0c01463" target="_blank" >10.1021/acs.cgd.0c01463</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Bifurcated Halogen Bonding Involving Diaryliodonium Cations as Iodine(III)-Based Double-σ-Hole Donors

Popis výsledku v původním jazyce

Three diaryliodonium tetrachloroaurates(III), [Ar1IAr2][AuCl4] (Ar1/Ar2 = Ph/Ph (1), Ph/Mes (2), o-(C6H4)2 (3)), were obtained as solids (62-80%) by the metathetical reaction of [Ar1IAr2](CF3CO2) and H[AuCl4]. In particular, the single-crystal X-ray diffraction studies of 1-3 revealed three-center bifurcated C-I···(Cl-Au-Cl) halogen bond (XB) and the more conventional interionic two-center C-I···Cl-Au XB. An XB with the iodine(III) center of a diaryliodonium cation can be formed even when ∠(C-I···X) is much less than 180° (decrease by 55° in our experiments). A Cambridge Structural Database search and processing revealed other examples of bifurcated XBs involving diaryliodonium species. All recognized bifurcated XBs with diaryliodonium cations were classified and divided into two categories: &quot;bifurcated plus two-center&quot;and &quot;double-bifurcated&quot;structural types. The nature and energies of the XB interactions were studied by density functional theory (DFT) calculations and a topological analysis of the electron density distribution in the framework of the quantum theory of atoms in molecules (QTAIM) at the ωB97XD/DZP-DKH level of theory. The nature of all XB contacts is purely noncovalent, and the total energy of bifurcated XBs is generally ca. 50% higher than the energy of two-center XBs. ©

Název v anglickém jazyce

Bifurcated Halogen Bonding Involving Diaryliodonium Cations as Iodine(III)-Based Double-σ-Hole Donors

Popis výsledku anglicky

Three diaryliodonium tetrachloroaurates(III), [Ar1IAr2][AuCl4] (Ar1/Ar2 = Ph/Ph (1), Ph/Mes (2), o-(C6H4)2 (3)), were obtained as solids (62-80%) by the metathetical reaction of [Ar1IAr2](CF3CO2) and H[AuCl4]. In particular, the single-crystal X-ray diffraction studies of 1-3 revealed three-center bifurcated C-I···(Cl-Au-Cl) halogen bond (XB) and the more conventional interionic two-center C-I···Cl-Au XB. An XB with the iodine(III) center of a diaryliodonium cation can be formed even when ∠(C-I···X) is much less than 180° (decrease by 55° in our experiments). A Cambridge Structural Database search and processing revealed other examples of bifurcated XBs involving diaryliodonium species. All recognized bifurcated XBs with diaryliodonium cations were classified and divided into two categories: &quot;bifurcated plus two-center&quot;and &quot;double-bifurcated&quot;structural types. The nature and energies of the XB interactions were studied by density functional theory (DFT) calculations and a topological analysis of the electron density distribution in the framework of the quantum theory of atoms in molecules (QTAIM) at the ωB97XD/DZP-DKH level of theory. The nature of all XB contacts is purely noncovalent, and the total energy of bifurcated XBs is generally ca. 50% higher than the energy of two-center XBs. ©

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10400 - Chemical sciences

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2021

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

CRYSTAL GROWTH &amp; DESIGN

ISSN

1528-7483

e-ISSN

—

Svazek periodika

21

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

12

Strana od-do

1136-1147

Kód UT WoS článku

000647362200042

EID výsledku v databázi Scopus

2-s2.0-85100261257