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Nitroalkene reduction in deep eutectic solvents promoted by BH3NH3
Chiara Faverio1, Monica Fiorenza Boselli1, Patricia Camarero Gonzalez1
1Dipartimento di Chimica, Università degli Studi di Milano, Via C. Golgi, 19, I-20133, Milano, Italy.
Beilstein Journal of Organic Chemistry
|May 24, 2021
Summary
Deep eutectic solvents (DESs) offer a green alternative for synthesizing nitroalkanes from nitroalkenes using a convenient reagent. This sustainable method simplifies product isolation and allows for solvent recycling.
Area of Science:
- Green chemistry and sustainable synthesis.
- Organic synthesis and catalysis.
- Biorenewable materials and solvents.
Background:
- Traditional organic solvents pose environmental and safety concerns.
- Deep eutectic solvents (DESs) are emerging as sustainable alternatives.
- Nitroalkanes are key precursors for synthesizing valuable amine compounds.
Purpose of the Study:
- To develop a green and sustainable method for nitroalkane synthesis.
- To utilize bio-based deep eutectic solvents (DESs) with an atom-economic reagent.
- To establish a solvent-free isolation protocol and investigate DES recyclability.
Main Methods:
- Chemoselective reduction of various nitrostyrenes and nitroalkenes.
- Utilizing borane-ammonia (BH3NH3) as the reducing agent.
- Employing bio-based deep eutectic mixtures as reaction media.
Main Results:
- Successful synthesis of nitroalkanes from diverse nitroalkenes.
- High chemoselectivity achieved in the reduction process.
- Development of a reproducible, solvent-free product isolation procedure.
- Demonstrated recyclability of the deep eutectic solvent mixture.
Conclusions:
- The developed method offers an efficient, green, and sustainable route to nitroalkanes.
- Bio-based DESs combined with BH3NH3 provide a viable alternative to traditional organic solvents.
- The protocol facilitates environmentally friendly chemical synthesis and product purification.
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