Photosulfoxidation Catalysis as the Driving Principle for Deazaoxaflavin Photoredox Catalyst Formation

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F25%3A43934119" target="_blank" >RIV/60461373:22310/25:43934119 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/60461373:22340/25:43934119

Výsledek na webu

<a href="https://pubs.acs.org/doi/10.1021/acs.joc.5c00185" target="_blank" >https://pubs.acs.org/doi/10.1021/acs.joc.5c00185</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.joc.5c00185" target="_blank" >10.1021/acs.joc.5c00185</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Photosulfoxidation Catalysis as the Driving Principle for Deazaoxaflavin Photoredox Catalyst Formation

Popis výsledku v původním jazyce

Catalysts are essential for sustainability because they decrease energy and resource consumption in the production of high value-added products. The design of a novel catalyst is a challenging and expensive target, and a simplified methodology for catalyst development can trigger burgeoning progress in both academic and applied research. Here, we demonstrate a reaction network that autonomously yields the photoredox catalyst for the transformation of the provided substrate under applied catalytic conditions. The system stems from the reversible condensation pathway leading to deazaoxaflavins, 2H-chromeno[2,3-d]pyrimidine synthetic analogs of flavins, with which they share photoorganocatalytic activity. We report on the photocatalytic activity of deazaoxaflavins and their covalent dynamic behavior. The reversibility principle allows for the exchange of one of the deazaoxaflavin constituents for a different moiety, thus leading to adaptability of the catalyst. We argue that the observed phenomenon is of thermodynamic origin and thus can be applied to other photo/organocatalytic reactions in which the combination of a suitable substrate and conditions is the governing principle for catalyst formation.

Název v anglickém jazyce

Photosulfoxidation Catalysis as the Driving Principle for Deazaoxaflavin Photoredox Catalyst Formation

Popis výsledku anglicky

Catalysts are essential for sustainability because they decrease energy and resource consumption in the production of high value-added products. The design of a novel catalyst is a challenging and expensive target, and a simplified methodology for catalyst development can trigger burgeoning progress in both academic and applied research. Here, we demonstrate a reaction network that autonomously yields the photoredox catalyst for the transformation of the provided substrate under applied catalytic conditions. The system stems from the reversible condensation pathway leading to deazaoxaflavins, 2H-chromeno[2,3-d]pyrimidine synthetic analogs of flavins, with which they share photoorganocatalytic activity. We report on the photocatalytic activity of deazaoxaflavins and their covalent dynamic behavior. The reversibility principle allows for the exchange of one of the deazaoxaflavin constituents for a different moiety, thus leading to adaptability of the catalyst. We argue that the observed phenomenon is of thermodynamic origin and thus can be applied to other photo/organocatalytic reactions in which the combination of a suitable substrate and conditions is the governing principle for catalyst formation.

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

2025

Kód důvěrnosti údajů

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

Název periodika

JOURNAL OF ORGANIC CHEMISTRY

ISSN

0022-3263

e-ISSN

1520-6904

Svazek periodika

90

Číslo periodika v rámci svazku

40

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

6

Strana od-do

14039-14044

Kód UT WoS článku

001579204500001

EID výsledku v databázi Scopus

2-s2.0-105018475596