Dipoles affect conformational equilibrium☆

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F25%3A43932846" target="_blank" >RIV/60461373:22340/25:43932846 - isvavai.cz</a>

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S1010603025001029" target="_blank" >https://www.sciencedirect.com/science/article/pii/S1010603025001029</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jphotochem.2025.116362" target="_blank" >10.1016/j.jphotochem.2025.116362</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Dipoles affect conformational equilibrium☆

Popis výsledku v původním jazyce

Electric dipoles are ubiquitous. They affect charge transfer, self-assembly, materials performance, and enzymatic activity. Herein, we demonstrate dipole effects on molecular geometry. An aromatic amide, 5-N-amide derivative of anthranilamide (Aaa), assumes two stable conformations with drastically different dipole moments. In nonpolar solvents, Aaa exists predominantly as the conformer with the smaller dipole as nuclear Overhauser effect (NOE) and density-functional theory (DFT) analysis reveal. Increasing medium polarity drives the emergence of the other structure with the larger dipole. Splitting of the NMR signals at low temperature is consistent with capturing the two Aaa conformers upon its aggregation. Analysis employing density-functional theory quantifies the dynamics of the equilibrium between the two conformations and how solvent polarity affects it. This synergy between molecular electric dipoles and medium polarity reveals a paradigm for conformational switching.

Název v anglickém jazyce

Dipoles affect conformational equilibrium☆

Popis výsledku anglicky

Electric dipoles are ubiquitous. They affect charge transfer, self-assembly, materials performance, and enzymatic activity. Herein, we demonstrate dipole effects on molecular geometry. An aromatic amide, 5-N-amide derivative of anthranilamide (Aaa), assumes two stable conformations with drastically different dipole moments. In nonpolar solvents, Aaa exists predominantly as the conformer with the smaller dipole as nuclear Overhauser effect (NOE) and density-functional theory (DFT) analysis reveal. Increasing medium polarity drives the emergence of the other structure with the larger dipole. Splitting of the NMR signals at low temperature is consistent with capturing the two Aaa conformers upon its aggregation. Analysis employing density-functional theory quantifies the dynamics of the equilibrium between the two conformations and how solvent polarity affects it. This synergy between molecular electric dipoles and medium polarity reveals a paradigm for conformational switching.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

<a href="/cs/project/GM23-05476M" target="_blank" >GM23-05476M: Vývoj ab initio modelování pro neuspořádané molekulární polovodiče</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2025

Kód důvěrnosti údajů

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

Název periodika

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY

ISSN

1010-6030

e-ISSN

1873-2666

Svazek periodika

465

Číslo periodika v rámci svazku

August

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

12

Strana od-do

116362

Kód UT WoS článku

001439082100001

EID výsledku v databázi Scopus

2-s2.0-85218876518