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

Projektinformationen

LIONCAT

ID Finanzhilfevereinbarung: 799664

DOI

10.3030/799664

Projekt abgeschlossen

EK-Unterschriftsdatum 5 März 2018

Startdatum 1 Oktober 2018

Enddatum 6 Dezember 2020

Finanziert unter

• EXCELLENT SCIENCE - Marie Skłodowska-Curie Actions

Gesamtkosten

€ 183 454,80

EU-Beitrag

€ 183 454,80

Koordiniert durch

QUEEN MARY UNIVERSITY OF LONDON
United Kingdom

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

Berichtszeitraum: 2018-10-01 bis 2020-09-30

Zusammenfassung vom Kontext und den Gesamtzielen des Projekts

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.

Arbeit, die ab Beginn des Projekts bis zum Ende des durch den Bericht erfassten Berichtszeitraums geleistet wurde, und die wichtigsten bis dahin erzielten Ergebnisse

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.

Fortschritte, die über den aktuellen Stand der Technik hinausgehen und voraussichtliche potenzielle Auswirkungen (einschließlich der bis dato erzielten sozioökonomischen Auswirkungen und weiter gefassten gesellschaftlichen Auswirkungen des Projekts)

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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