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Transforming Boron Chemistry By Exploring Boryl Radical Reactivity

Project description

Innovative strategies for borylated molecule manufacturing

Boron-containing compounds play a critical role in discovering and manufacturing several products used in daily life. The EU-funded BETELGEUSE project will invent innovative catalysis concepts based on the reactivity of boryl radicals, an underutilised class of reactive intermediates. The project proposes a novel approach to generating these species from amine-borane precursors. BETELGEUSE will establish a general platform to borylate aromatics using boryl radicals, explore boryl radicals in innovative cascades reactions, and establish boryl radicals as ‘H-atom transfer’ catalysts to achieve the ‘philicity umpolung’ of nucleophilic radicals. The results will offer unprecedented tools for borylated material synthesis and catalysis, enabling the discovery and manufacturing of new products that enhance daily life.

Objective

Our ability to construct organic molecules is central to the wellbeing of our society. Boron-containing compounds are some of the most used tools to aid this. These materials are used as building blocks when “stitching” molecules together and also as catalysts in many different settings. The invention of innovative strategies to prepare and exploit borylated molecules is integral to discover and manufacture many products that we use daily.

The overarching aim of this proposal is to innovate organic chemistry by inventing novel catalysis concepts based on the reactivity of boryl radicals, an underutilized class of reactive intermediates. My group has introduced a novel approach to generate these species from amine-borane precursors and here I aim to:

1. Establish a general platform to borylate aromatics using boryl radicals. This blueprint for C–B bond formation will introduce amine-borane functionalities instead of standard boronic acids/esters. This will provide unprecedented synthetic capacity because the amine-borane will serve a dual role acting first as directing group for ortho/meta functionalization and then cross-coupling handle.

2. Explore boryl radicals in innovative cascades reactions leading to the divergent assembly of sp3-rich fragments. These methods will expedite the preparation of poly-functionalized materials tapping into unexplored areas of chemical space.

3. Establish boryl radicals as “H-atom transfer” catalysts to achieve the “philicity umpolung” of nucleophilic radicals. This concept will introduce unprecedented retrosynthetic tactics and enable the merge of boryl radical reactivity with asymmetric organocatalysis.

Overall, this cohesive and innovative research plan offers the unique opportunity to discover novel and exciting transformations that go far beyond what currently possible. Achieving this project will provide unprecedented tools for the preparation and the use of borylated materials in synthesis and catalysis.

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Keywords

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Programme(s)

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Topic(s)

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Funding Scheme

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HORIZON-ERC - HORIZON ERC Grants

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Call for proposal

Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.

(opens in new window) ERC-2022-COG

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Host institution

RHEINISCH-WESTFAELISCHE TECHNISCHE HOCHSCHULE AACHEN
Net EU contribution

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.

€ 1 999 250,00
Address
TEMPLERGRABEN 55
52062 Aachen
Germany

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Region
Nordrhein-Westfalen Köln Städteregion Aachen
Activity type
Higher or Secondary Education Establishments
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Total cost

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.

€ 1 999 250,00

Beneficiaries (1)

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