H2020Individual fellowship2017–2019

NCR · Visible Light-Mediated Synthesis of Nitrogen-Centered Radicals: New Reactivity via Photoredox Catalysis and Electron-Transfer Complexes

Horizon 2020 — Marie Skłodowska-Curie Actions

Duration
2017-02-01 → 2019-01-31
EU contribution
€183,455
Participants
1
Scheme
MSCA-IF-EF-ST

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Results in brief

Visible Light-Mediated Synthesis of Nitrogen-Centered Radicals: New Reactivity via Photoredox Catalysis and Electron-Transfer Complexes

• What is the problem/issue being addressed? This project aims at addressing two key questions: 1. Development of novel sustainable catalysis for the selective formation of C–N bonds. 2. Identification of novel reactivity modes for the photochemical generation and use of nitrogen radicals in synthesis. • Why is it important for society? Organic chemistry is fundamental to the weel-being of our society. It is thorugh the invention and the development of novel chemical processesthat we can identify new molecules and materials for industrial application. Nitrogen-containing compounds underpin every aspect associated to our life. They consitute the core of almost all pharmaceuticals, agrochemicals and materials. As such the development of novel reactions able to assemble chemical bonds between atoms of carbon and nitrogen has the potential to facilitate the identification, the evolution and the large-scale production of molecules fundamental to our society. • What are the overall objectives? 1 Develop novel approaches for the preparation of nitrogen-containing molecules using radical approaches 2 Develop novel multicomponent reactions via radical species. 3 Develop a novel approach for the assembly of anilines.

Data: CORDIS, © European Union

Project objective

Nitrogen-containing molecules are among the most important class of compounds due to their relevance as medicines, agrochemicals, organic materials and dyes. Nitrogen-centered-radicals are a class of very versatile synthetic intermediates with great potential in the synthesis of N-containing molecules. However, to date, difficulties associated to their generation have severely limited their use and exploitation. Here we propose the development of two conceptually novel and general ways to prepare Nitrogen-centered radicals using visible light as sustainable and inexpensive source of energy. These processes will capitalize on recent developments in the host group that has disclosed the use of easy-to-make aryl oximes for the organocatalytic generation of iminyl radicals. This proposal seeks to substantially expand this visible light chemistry through the development of methods for the generation and use of any known Nitrogen-centered radical. The power of this approach will be demonstrated by the short synthesis of the complex molecule legionaminic acid, responsible for the spread of hospital-acquired infections. Furthermore, these methods will be integrated with other reaction platforms that, taking advantage of visible light as source of energy, will engage the Nitrogen-centered radical in new reactivity modes, to allow novel and powerful multicomponent reactions.Through the use of this strategy, the rapid construction of many relevant and complex N-containing molecules will be possible.The development of such an innovative and ambitious project at the University of Manchester will be facilitated by generating, transferring, sharing and disseminating knowledge, and will enhance my career development following the training plan envisioned.

Original text from CORDIS.

Participants

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Data: CORDIS, © European Union