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EU/IT Chemist⚗️| Lecturer @UoMChemistry (UK) Synthetic radical chemistry⚡️💡| Sustainable catalysis🔄 Passionate about InterMilan🐍, amaro Braulio and good food 📍Manchester, United Kingdom | 🌐 www.crisenzalab.net

I owe a great deal to Taciano for his dedication throughout his time in Manchester, for setting such high standards for the group, and for turning many of my sillier ideas into reality. Thank you for all your hard work, and best of luck in your next position in Prague! #proudsupervisor

This project grew out of a true team effort between our lab, Dr Cristina Trujillo @UoMChemistry, and Dr James Douglas at AZ. Huge kudos to Roberto, Pol, Diana, Marina, Jaime and Erick for driving the experimental work forward: Hopefully, the first of many collaborations!

Thanks @organicportal.bsky.social for the very kind highlight!

🎯A major milestone for our lab as we celebrate the very first PhD graduate from the Crisenza group! A huge congratulations to the freshly minted👨‍🔬Dr Wanderley for surv…ehm successfully defending his viva on Tuesday, and many thanks to Igor @larrosagroup.bsky.social and Alastair Lennox for examining!

Turning alkenes into chiral building blocks✨Wanderley & Crisenza showcase how #electrosynthesis is revolutionizing asymmetric 1,2-difunctionalization. Their “Sew & Cut” strategy merges pericyclic 1,3-dipolar cycloadditions with radical reactivity for complexity generation🧪 👉 buff.ly/gmBJTl3

📢📜In this #Synpacts (@synlettjournal.bsky.social), we showcase how electrosynthesis enabled the design of innovative diastereo- and enantioselective alkene 1,2-difunctionalization reactions. These contributions have inspired a complementary “Sew & Cut” strategy www.thieme-connect.com/products/ejo...

We are seeking a motivated candidate to apply for the prestigious Bicentenary PhD Scholarship at the University of Manchester👩‍🔬🧑‍🔬 Interested applicants should contact me at [email protected]. We welcome applications from the UK and worldwide🗺️ Info: www.findaphd.com/phds/project...

Excited to see our recent work on the electroreductive cleavage of C(sp³)–N bonds in saturated N-carbonyl heterocycles out in @jacs.acspublications.org 🔌Check the full study here: pubs.acs.org/doi/10.1021/...

📢 Register Now! bit.ly/PrideinChem This event is dedicated to celebrating and amplifying the voices of LGBTQIA+ chemists by providing a safe and inclusive environment to share their work research, ideas and experiences authentically.

📢 Register your interest! bit.ly/PrideinChem This event is dedicated to celebrating and amplifying the voices of LGBTQIA+ chemists by providing a safe and inclusive environment to share their work research, ideas and experiences authentically.

Ring-opening C–N bond cleavage reactions provide an effective means to convert widespread, readily accessible chiral N-heterocycles into hard-to-attain stereodefined linear amines. Current strategies either rely on the strain-induced release of small aziridine and azetidine rings or, for larger ring systems, require highly electrophilic reagents, oxidative conditions, or preinstalled reactive functionalities to enable the ring-opening event. Recently, complementary radical strategies that exploit the reactivity of α-amino-ketyl radicals, formed upon single-electron transfer (SET) reduction of common N-carbonyl protecting groups, have emerged. Nevertheless, these methods facilitate the homolytic fragmentation only of up to 5-membered azacycles. In this study, we leveraged electroreductive conditions to switch the nature of the above C–N bond cleavage manifold from radical to ionic and enable the heterolytic ring-opening of a broad array of unstrained cyclic amines (comprising pyrrolidines, piperidines, azepines, azocanes, and N-macrocycles), protected as N-(thio)amides, carbamates, or ureas. Crucially, this electrochemically enabled reactivity switch grants complementary functional group compatibility and a broader ring size and N-carbonyl group scope. Computational and experimental studies indicate that electrochemical settings are crucial for generating the Mg(II)-Lewis acid catalyst, activating the N-carbonyl moiety while prompting the so-formed oxy-iminium ion intermediates to undergo two consecutive cathodic SET reductions, generating “umpoled” α-amino-α-oxy-carbanion species. These, via irreversible E1cB fragmentation of the adjacent C–N bond, lead to the desired ring-opened products. Our electrochemical procedure can be scaled up and miniaturized (enabling its application to high-throughput experimentation screening), and its synthetic utility has been demonstrated by accessing decorated stereodefined linear amides from stereochemically rich pyrrolidine and azepane derivatives.