Sonochemically-Induced Reduction of Alkenes to Alkanes with Ammonia

Angew Chem Int Ed Engl. 2022 Dec 19;61(51):e202212719. doi: 10.1002/anie.202212719. Epub 2022 Nov 15.

Abstract

With the progressive defossilization of our industry, hydrogen (H2 ) has been identified as a central molecule to store renewable electricity. In this context, ammonia (NH3 ) is now rapidly emerging as a promising hydrogen carrier for the future. This game change indirectly impacts the field of fine chemistry where hydrogenation reactions are widely deployed. In particular, the possibility of performing hydrogenation reactions using ammonia directly instead of hydrogen has become highly desirable but it remains a very difficult scientific task, which we address in this communication. Here we show that the N-H bond of NH3 can be cleaved within cavitation bubbles, generated by ultrasonic irradiation at a high frequency, leading to the in situ formation of a diimide, which then induces the hydrogenation of alkenes. Advantageously, this work does not involve any transition metal and releases N2 as a sole co-product.

Keywords: Alkenes; Ammonia; Hydrazine; Hydrogenation; Ultrasound.