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From hydrocarbons to original chiral building blocks: new solutions for sustainable & asymmetric CH functionalization of alkanes

Objective

Over the last decade, major environmental concerns, a growing worldwide population and an increasing energy demand, combined with the depletion of natural resources, have become crucial issues. Sustainable chemistry-ably to supply society with key chemical products in an eco-compatible manner-has therefore rapidly become an urgent challenge. The AlCHiMIE aims at providing new solutions towards this important defy by developing a set of complementary approaches to convert hydrocarbons, the simplest feedstock, into high value-added chiral alkanes-essential building blocks for medicinal chemistry. Two approaches are thus proposed. First, undirected, metal-free functionalization of hydrocarbons will be achieved by means of regio- and stereo-selective hypervalent bromine-enabled C-H functionalization. This unique reactivity will be attaint by discovering a largely uncharted, yet extremely appealing field of bromanes. The second approach concerns earth-abundant metal-catalyzed C(sp3)-H activation. To obviate the inherent difficulties of this field, namely the low reactivity of alkanes and arduous stereoinduction while using 3d metals, I will develop bifunctional ligands for Co- and Ni-catalyzed C-H activation. In addition to the role of metal coordination, these ligands featuring a second coordinating motif, will enhance the metallation event and will promote the substrate’s activation, thus unlocking the door towards previously inaccessible modes of reactivity. The combination of both strategies will allow unprecedented hydrocarbon valorization by means of undirected, hypervalent bromine-enabled first functionalization followed by exploiting the newly installed coordinating motif to promote directed, asymmetric Co- and Ni-catalyzed C-H activations. Finally, I will also endeavor in establishing new reactivities arising from the application of diversely substituted hypervalent bromines as coupling partners in enantioselective Co- and Ni-catalyzed C-H activations.

Field of science

  • /social sciences/economics and business/economics/sustainable economy
  • /medical and health sciences/basic medicine/medicinal chemistry
  • /natural sciences/chemical sciences/inorganic chemistry/inorganic compounds
  • /natural sciences/chemical sciences/organic chemistry/hydrocarbons

Call for proposal

ERC-2020-STG
See other projects for this call

Funding Scheme

ERC-STG - Starting Grant

Host institution

CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE CNRS
Address
Rue Michel Ange 3
75794 Paris
France
Activity type
Research Organisations
EU contribution
€ 1 499 800

Beneficiaries (1)

CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE CNRS
France
EU contribution
€ 1 499 800
Address
Rue Michel Ange 3
75794 Paris
Activity type
Research Organisations