We developed a green radical synthesis method for polyfunctionalized dihydro-2-oxypyrroles based on the Michael-Mannich cyclocondensation of amines, dialkyl acetylenedicarboxylates, and formaldehyde. To generate a renewable energy sources from visible light, a PCET (proton-coupled electron transfer) photocatalyst was used in an ethanol solution in an air environment and at room temperature. In this study, we aim to develop an inexpensive and easily accessible novel donor-acceptor (D-A) fluorophore. Besides its speed-saving features and ease of use, the carbazole-based photocatalyst (4CzIPN) also shows high yields, energy-efficient, and is environmentally friendly. In this way, it is possible to monitor changes in chemical and environmental variables over time. The variety of yields is pretty uniform (84-97%, average 92.3%), and the kind of response times be very speedy (15-25 min, average 17.6 min), and the element noted within the dialogue is that the system tolerates a variety of donating and withdrawing functional groups, at the same time as nevertheless giving very fast rate and tremendous yields. A study of polyfunctionalized dihydro-2-oxypyrroles was conducted to calculate the turnover number (TON) and turnover frequency (TOF). Gram-scale cyclization proves that it can be applied to industry in a practical manner.
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http://dx.doi.org/10.1038/s41598-022-20689-4 | DOI Listing |
Front Chem
August 2024
Department of Medical Nanotechnology, School of Advanced Medical Sciences and Technologies, Shiraz University of Medical Sciences, Shiraz, Iran.
Background: Typically, organic dyes show lower excited state lifetimes, a key hindrance in the development of efficient photoredox processes. Due to their distinctive qualities and efficiency, a particular class of organic chromophores has drawn considerable interest from the scientific community. Thermally activated delayed fluorescence (TADF), is only seen in molecules with a minimal energy gap (usually less than 0.
View Article and Find Full Text PDFFront Chem
October 2022
School of Engineering, Apadana Institute of Higher Education, Shiraz, Iran.
A four-component domino Michael-Mannich cyclocondensation of amines, dialkyl acetylenedicarboxylaes, and formaldehyde was utilized to develop a green technique for sans metal combination of polyfunctionalized dihydro-2-oxypyrroles. It involves visible light as an environmentally friendly power source and acridine yellow G (AYG) as a photo-induced electron transfer (PET) photocatalyst. The motivation behind this examination was to expand the utilization of a non-metal dye that is both reasonable and broadly accessible.
View Article and Find Full Text PDFSci Rep
October 2022
School of Engineering, Apadana Institute of Higher Education, Shiraz, Iran.
We developed a green radical synthesis method for polyfunctionalized dihydro-2-oxypyrroles based on the Michael-Mannich cyclocondensation of amines, dialkyl acetylenedicarboxylates, and formaldehyde. To generate a renewable energy sources from visible light, a PCET (proton-coupled electron transfer) photocatalyst was used in an ethanol solution in an air environment and at room temperature. In this study, we aim to develop an inexpensive and easily accessible novel donor-acceptor (D-A) fluorophore.
View Article and Find Full Text PDFA four-component green tandem approach for the metal-free synthesis of polyfunctionalized dihydro-2-oxypyrroles was devised using the Michael-Mannich cyclocondensation of amines, dialkyl acetylenedicarboxylaes, and formaldehyde. Photo-excited state functions generated from methylene blue (MB) were employed as single-electron transfer (SET) and energy transfer (EnT) catalysts at ambient temperature in an ethanol solvent, employing visible light as a renewable energy source in the air atmosphere. This study aims to increase the usage of a non-metal cationic dye that is both inexpensive and widely available.
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