Project description
A sustainable route to converting carbon–hydrogen into carbon–carbon bonds
Hydrogen atom transfer is a fundamental reaction that is oxidative in most cases. The direct conversion of C–H to C–C bonds through photocatalysed hydrogen atom transfer is mainly limited to redox neutral reactions. The few non-redox neutral reactions reported are oxidative and require aggressive oxidants or fragile dual-catalytic systems to remove the extra electrons. Funded by the Marie Skłodowska-Curie Actions programme, the HAT-TRICK project plans to combine photocatalysed hydrogen atom transfer, electrochemistry and flow chemistry to deliver a simple and game-changing technology to drive these net-oxidation reactions sustainably. HAT-TRICK will open new avenues in organic synthesis, enabling cross-dehydrogenative couplings, alkene functionalisation and alkane dehydrogenation.
Objective
Currently, direct C-H to C-C bond conversion achieved via photocatalyzed Hydrogen Atom Transfer is mainly limited to redox neutral transformations, where the electrons in the reagents are preserved in the product of interest. The few non-redox neutral approaches reported are oxidative processes that require aggressive oxidants or fragile dual-catalytic systems to remove the extra electrons.
HAT-TRICK combines photocatalyzed Hydrogen Atom Transfer (p-HAT), electrochemistry (e-chem) and flow chemistry (flow-chem) to deliver a game-changing and easy-to-use technology to drive these net-oxidative transformations sustainably.
On one side, p-HAT will be used as the substrate activation manifold because it consists in the direct activation of a C-H bond in the substrate by the excited state of a photocatalyst to deliver an organoradical to be exploited for synthetic purposes. This methodology shows unrivalled atom-efficiency, step-economy and sustainability and waives chemists from installing activating groups in the molecule. On the other side, e-chem stands as a unique way to remove extra electrons from the reaction mixture, since an anode works as a recyclable, bottomless sink of electrons. This strategy outperforms those based on chemical oxidants as it allows to have absolute control on the applied potential, which is vital in the presence of the fleeting reactive intermediates that will be generated via p-HAT. Finally, flow-chem consistutes a godsend for this project: in a flow electrochemical cell the interelectrode distance can be reduced to micrometers, ensuring that radical intermediates are generated next to the anode to encourage the needed oxidation. On top of that, flow-chem innate modularity enables the possibility of performing tandem reactions.
Given the above, HAT-TRICK will open new avenues in organic synthesis and will allow to run cross-dehydrogenative couplings (RO1), functionalization of alkenes (RO2) and the dehydrogenation of alkanes (RO3).
Fields of science (EuroSciVoc)
CORDIS classifies projects with EuroSciVoc, a multilingual taxonomy of fields of science, through a semi-automatic process based on NLP techniques. See: The European Science Vocabulary.
CORDIS classifies projects with EuroSciVoc, a multilingual taxonomy of fields of science, through a semi-automatic process based on NLP techniques. See: The European Science Vocabulary.
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Keywords
Project’s keywords as indicated by the project coordinator. Not to be confused with the EuroSciVoc taxonomy (Fields of science)
Project’s keywords as indicated by the project coordinator. Not to be confused with the EuroSciVoc taxonomy (Fields of science)
Programme(s)
Multi-annual funding programmes that define the EU’s priorities for research and innovation.
Multi-annual funding programmes that define the EU’s priorities for research and innovation.
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H2020-EU.1.3. - EXCELLENT SCIENCE - Marie Skłodowska-Curie Actions
MAIN PROGRAMME
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H2020-EU.1.3.2. - Nurturing excellence by means of cross-border and cross-sector mobility
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Topic(s)
Calls for proposals are divided into topics. A topic defines a specific subject or area for which applicants can submit proposals. The description of a topic comprises its specific scope and the expected impact of the funded project.
Calls for proposals are divided into topics. A topic defines a specific subject or area for which applicants can submit proposals. The description of a topic comprises its specific scope and the expected impact of the funded project.
Funding Scheme
Funding scheme (or “Type of Action”) inside a programme with common features. It specifies: the scope of what is funded; the reimbursement rate; specific evaluation criteria to qualify for funding; and the use of simplified forms of costs like lump sums.
Funding scheme (or “Type of Action”) inside a programme with common features. It specifies: the scope of what is funded; the reimbursement rate; specific evaluation criteria to qualify for funding; and the use of simplified forms of costs like lump sums.
MSCA-IF - Marie Skłodowska-Curie Individual Fellowships (IF)
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Call for proposal
Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.
Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.
(opens in new window) H2020-MSCA-IF-2020
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Net EU financial contribution. The sum of money that the participant receives, deducted by the EU contribution to its linked third party. It considers the distribution of the EU financial contribution between direct beneficiaries of the project and other types of participants, like third-party participants.
1012WX Amsterdam
Netherlands
The total costs incurred by this organisation to participate in the project, including direct and indirect costs. This amount is a subset of the overall project budget.