Conglomerate Aggregation of 7,12,17-Trioxa[11]helicene into Homochiral Two-Dimensional Crystals on the Cu(100) Surface

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15640%2F22%3A73618787" target="_blank" >RIV/61989592:15640/22:73618787 - isvavai.cz</a>

Výsledek na webu

<a href="https://onlinelibrary.wiley.com/doi/10.1002/hlca.202200114" target="_blank" >https://onlinelibrary.wiley.com/doi/10.1002/hlca.202200114</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/hlca.202200114" target="_blank" >10.1002/hlca.202200114</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Conglomerate Aggregation of 7,12,17-Trioxa[11]helicene into Homochiral Two-Dimensional Crystals on the Cu(100) Surface

Popis výsledku v původním jazyce

Despite the vast development of stereochemistry it remains a great challenge to predict the fate of homochiral or heterochiral recognition in crystallization from racemic solution or melt. Using the well-defined model system of racemic trioxaundecahelicene on a Cu(100) surface in ultrahigh vacuum, the chiral recognition of this heterohelicene has been investigated by means of state-of-the-art scanning probe microscopy. The combination of scanning tunneling microscopy and tuning fork-based non-contact atomic force microscopy allowed assignment of the absolute configuration of single 7,12,17-trioxa[11]helicene molecules in their two-dimensional assemblies. At very low coverages, homochiral van der Waals-bonded tetramers are observed. These also constitute the building blocks of the completely filled monolayer, which is a 2D conglomerate of homochiral domains. The interpretation of the adsorption geometries was supported by density-functional theory calculations and molecular dynamics simulations, predicting a stronger interaction energy for homochiral structures over the heterochiral assembly. The striking similarity to heptahelicene on the same surface suggests that chiral recognition is dominated by the footprint interaction of the molecules with the metallic substrate

Název v anglickém jazyce

Conglomerate Aggregation of 7,12,17-Trioxa[11]helicene into Homochiral Two-Dimensional Crystals on the Cu(100) Surface

Popis výsledku anglicky

Despite the vast development of stereochemistry it remains a great challenge to predict the fate of homochiral or heterochiral recognition in crystallization from racemic solution or melt. Using the well-defined model system of racemic trioxaundecahelicene on a Cu(100) surface in ultrahigh vacuum, the chiral recognition of this heterohelicene has been investigated by means of state-of-the-art scanning probe microscopy. The combination of scanning tunneling microscopy and tuning fork-based non-contact atomic force microscopy allowed assignment of the absolute configuration of single 7,12,17-trioxa[11]helicene molecules in their two-dimensional assemblies. At very low coverages, homochiral van der Waals-bonded tetramers are observed. These also constitute the building blocks of the completely filled monolayer, which is a 2D conglomerate of homochiral domains. The interpretation of the adsorption geometries was supported by density-functional theory calculations and molecular dynamics simulations, predicting a stronger interaction energy for homochiral structures over the heterochiral assembly. The striking similarity to heptahelicene on the same surface suggests that chiral recognition is dominated by the footprint interaction of the molecules with the metallic substrate

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

21002 - Nano-processes (applications on nano-scale); (biomaterials to be 2.9)

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2022

Kód důvěrnosti údajů

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

Název periodika

HELVETICA CHIMICA ACTA

ISSN

0018-019X

e-ISSN

1522-2675

Svazek periodika

105

Číslo periodika v rámci svazku

12

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

8

Strana od-do

"nečíslováno"

Kód UT WoS článku

000888534100001

EID výsledku v databázi Scopus

2-s2.0-85142370029