LIGHT-PROMOTED, IRON-CATALYSED FORMAL HYDROGENATION OF ORGANIC COMPOUNDS

Informations projet

LIONCAT

N° de convention de subvention: 799664

DOI

10.3030/799664

Projet clôturé

Date de signature de la CE 5 Mars 2018

Date de début 1 Octobre 2018

Date de fin 6 Decembre 2020

Financé au titre de

• EXCELLENT SCIENCE - Marie Skłodowska-Curie Actions

Coût total

€ 183 454,80

Contribution de l’UE

€ 183 454,80

Coordonné par

QUEEN MARY UNIVERSITY OF LONDON
United Kingdom

Periodic Reporting for period 1 - LIONCAT (LIGHT-PROMOTED, IRON-CATALYSED FORMAL HYDROGENATION OF ORGANIC COMPOUNDS)

Période du rapport: 2018-10-01 au 2020-09-30

Résumé du contexte et des objectifs généraux du projet

The hydrogenation of C-C multiple bonds and related reductive transformations are among the most important processes in the chemical industry. However, most of the hydrogenation processes are based either on noble metal catalysts containing Pd and Pt or on less expensive but difficult to handle and pyrophoric and require the use of compressed gas. Considering this, the photocatalytic reduction would open a path for the development of greener and safer hydrogenation methodologies, avoiding the use of high-energy, strong reductants as well as the use of pressure equipment.

Travail effectué depuis le début du projet jusqu’à la fin de la période considérée dans le rapport et principaux résultats atteints jusqu’à présent

We have developed wide-scope, efficient protocols using Ir-based photocatalysts for the reduction, and our investigation on this reaction revealed an unusual mechanism involving hydrogen atom transfer. This investigation has been published in Advanced Synthesis and Catalysis (https://doi.org/10.1002/adsc.202000751) and an open access version is available in the online repository ChemRxiv (https://doi.org/10.26434/chemrxiv.12380330.v2).
Following this investigation, we discovered an aminoalkylation of alkenes which proceeded with unexpected regioselectivity to afford β-amino esters. Importantly, we developed a continuous-flow application of our method which allowed the efficient and easy preparation of multi-gram amounts of products. A publication including all these results is currently in preparation.

Progrès au-delà de l’état des connaissances et impact potentiel prévu (y compris l’impact socio-économique et les conséquences sociétales plus larges du projet jusqu’à présent)

Thus, new methods for transfer hydrogenation and hydrofunctionalisation of olefins have been successfully developed, thus contributing to the development of new chemical technologies for performing sustainable and efficient transformations of alkenes.

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