Modulation of supramolecular self-assembly of BODIPY tectons via halogen bonding

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60076658%3A12310%2F21%3A43903347" target="_blank" >RIV/60076658:12310/21:43903347 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.rsc.org/en/content/articlelanding/2021/CE/D1CE00862E" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2021/CE/D1CE00862E</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/d1ce00862e" target="_blank" >10.1039/d1ce00862e</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Modulation of supramolecular self-assembly of BODIPY tectons via halogen bonding

Popis výsledku v původním jazyce

In this study, the efficiency of halogen bonding strategies to control over the supramolecular assemblies of boron dipyrromethene (BODIPY) (B-1, B-2, and B-3) derivatives was explored. BODIPY cores were decorated with iodine (XB donor) and pyridine (XB acceptor) groups to promote halogen bonding formations. Single crystal X-ray diffraction analysis revealed the formation of I...X (N, F) XB, which led to the impressive halogen-bonded supramolecular self-assembly of 2-D layers (B-1), 1-D ladder-like chains (B-2), and helical assembly (B-3). The molecular electrostatic potential (MEP) showed the presence of sigma holes on the outer tip of the iodine for all compounds. The SAPT analysis clarified the decomposition of interaction energies. The results revealed that the electrostatic forces have the largest contributions to XB in dimers of B-2, whereas dispersion components are the major source of XB interactions in dimers of B-1 and B-3. The additional AIM theory analysis showed the bond critical points (BCPs) between I...N, F which also confirm the presence of halogen bonding in B-1, B-2, and B-3.

Název v anglickém jazyce

Modulation of supramolecular self-assembly of BODIPY tectons via halogen bonding

Popis výsledku anglicky

In this study, the efficiency of halogen bonding strategies to control over the supramolecular assemblies of boron dipyrromethene (BODIPY) (B-1, B-2, and B-3) derivatives was explored. BODIPY cores were decorated with iodine (XB donor) and pyridine (XB acceptor) groups to promote halogen bonding formations. Single crystal X-ray diffraction analysis revealed the formation of I...X (N, F) XB, which led to the impressive halogen-bonded supramolecular self-assembly of 2-D layers (B-1), 1-D ladder-like chains (B-2), and helical assembly (B-3). The molecular electrostatic potential (MEP) showed the presence of sigma holes on the outer tip of the iodine for all compounds. The SAPT analysis clarified the decomposition of interaction energies. The results revealed that the electrostatic forces have the largest contributions to XB in dimers of B-2, whereas dispersion components are the major source of XB interactions in dimers of B-1 and B-3. The additional AIM theory analysis showed the bond critical points (BCPs) between I...N, F which also confirm the presence of halogen bonding in B-1, B-2, and B-3.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

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

Crystengcomm

ISSN

1466-8033

e-ISSN

—

Svazek periodika

23

Číslo periodika v rámci svazku

36

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

11

Strana od-do

6365-6375

Kód UT WoS článku

000687758500001

EID výsledku v databázi Scopus

2-s2.0-85115704325