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

Informazioni relative al progetto

LIONCAT

ID dell’accordo di sovvenzione: 799664

DOI

10.3030/799664

Progetto chiuso

Data della firma CE 5 Marzo 2018

Data di avvio 1 Ottobre 2018

Data di completamento 6 Dicembre 2020

Finanziato da

• EXCELLENT SCIENCE - Marie Skłodowska-Curie Actions

Costo totale

€ 183 454,80

Contributo UE

€ 183 454,80

Coordinato da

QUEEN MARY UNIVERSITY OF LONDON
United Kingdom

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

Periodo di rendicontazione: 2018-10-01 al 2020-09-30

Sintesi del contesto e degli obiettivi generali del progetto

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.

Lavoro eseguito dall’inizio del progetto fino alla fine del periodo coperto dalla relazione e principali risultati finora ottenuti

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.

Progressi oltre lo stato dell’arte e potenziale impatto previsto (incluso l’impatto socioeconomico e le implicazioni sociali più ampie del progetto fino ad ora)

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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