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Issue 16, 2016
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The deep eutectic melt of sorbitol and metformin hydrochloride: synthesis of 3-substituted 2-aminonaphtho[2,3-b]furan-4,9-diones and their photophysical properties

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Abstract

An efficient and environmentally benign one-pot method is presented for the diverse synthesis of 3-substituted 2-aminonaphtho[2,3-b]furan-4,9-diones via the domino reaction between 2-hydroxy-1,4-naphthoquinone, β-nitrostyrenes and ammonium acetate in a new deep eutectic solvent made of sorbitol and metformin HCl. A pronounced positive solvatochromism was observed for the electron-donor–acceptor conjugated system of these products, resulting in bathochromic and hyperchromic shifts of their visible absorption band in polar and protic solvents. A red-shift of about 30 nm was observed on going from non-polar to polar solvents and gave rise to a distinct colour change.

Graphical abstract: The deep eutectic melt of sorbitol and metformin hydrochloride: synthesis of 3-substituted 2-aminonaphtho[2,3-b]furan-4,9-diones and their photophysical properties

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Article information


Submitted
23 sep. 2015
Accepted
19 jan. 2016
First published
27 jan. 2016

RSC Adv., 2016,6, 13152-13159
Article type
Paper
Author version available

The deep eutectic melt of sorbitol and metformin hydrochloride: synthesis of 3-substituted 2-aminonaphtho[2,3-b]furan-4,9-diones and their photophysical properties

K. Rad-Moghadam, S. A. R. Mousazadeh Hassani and S. Toorchi Roudsari, RSC Adv., 2016, 6, 13152
DOI: 10.1039/C5RA19619A

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