A green and sustainable incorporation of bi- and ter-thiophenes into 1,4-dihydropyridines: synthetic, mechanistic and photophysical investigations
- 1Department of Chemistry, Malaviya National Institute of Technology Jaipur, J L N Marg, Jaipur, India, 302017
- 2Department of Chemistry
- 3University of Engineering and Management
Abstract
Bi- and ter-thiophene moieties have been incorporated into 1,4-dihydropyidines (DHPs) via a novel and green, solvent- free, one pot multi-component Hantzsch reaction. Effect of catalyst, solvents and temperature were studied to optimize the reaction condition. Tetra noctyl ammonium bromide (TOAB) was used as a promoter and trace amount of water inadvertently trapped in ammonium acetate acted as catalyst to facilitate the reaction. A combined experimental and quantum chemical mechanistic study was carried out to elucidate how only trace amount of water is central to the success of the proposed synthetic protocol, while bulk water actually inhibits the reaction. A combined experimental and quantum chemical photophysical study was carried out to assess the impact of conjugation extension for bi- and ter-thiophene DHPs compared to mono-thiophene DHP. It was found that the DHP moiety determined the photophysical behavior for monothiophene incorporated products, but the behavior of terthiophene incorporated DHPs reflected that of the corresponding thiophene moieties.
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BibTeX
@misc{kumawat2026green,
title = {{A green and sustainable incorporation of bi- and ter-thiophenes into 1,4-dihydropyridines: synthetic, mechanistic and photophysical investigations}},
author = {Hansa Kumari Kumawat and Rakesh Kumar Sharma and Biman Bandyopadhyay and Anamika Khaskel},
howpublished = {ChemRxiv},
year = {2026},
month = oct,
doi = {10.26434/chemrxiv.15011068/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15011068/v1},
note = {CC BY-NC-ND},
}
RIS
TY - UNPB
TI - A green and sustainable incorporation of bi- and ter-thiophenes into 1,4-dihydropyridines: synthetic, mechanistic and photophysical investigations
AU - Hansa Kumari Kumawat
AU - Rakesh Kumar Sharma
AU - Biman Bandyopadhyay
AU - Anamika Khaskel
PY - 2026
DA - 2026/10/26
PB - ChemRxiv
DO - 10.26434/chemrxiv.15011068/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15011068/v1
AB - Bi- and ter-thiophene moieties have been incorporated into 1,4-dihydropyidines (DHPs) via a novel and green, solvent- free, one pot multi-component Hantzsch reaction. Effect of catalyst, solvents and temperature were studied to optimize the reaction condition. Tetra noctyl ammonium bromide (TOAB) was used as a promoter and trace amount of water inadvertently trapped in ammonium acetate acted as catalyst to facilitate the reaction. A combined experimental and quantum chemical mechanistic study was carried out to elucidate how only trace amount of water is central to the success of the proposed synthetic protocol, while bulk water actually inhibits the reaction. A combined experimental and quantum chemical photophysical study was carried out to assess the impact of conjugation extension for bi- and ter-thiophene DHPs compared to mono-thiophene DHP. It was found that the DHP moiety determined the photophysical behavior for monothiophene incorporated products, but the behavior of terthiophene incorporated DHPs reflected that of the corresponding thiophene moieties.
ER -