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Bioinspired Catalytic Metallofoldamers

Bioinspired Catalytic Metallofoldamers

Objective

Inspired by mimicking the characteristics of terpenoid cyclase enzymes, the goal of this proposal is to design new types of catalysts containing electrophilic transition metal centers that could simultaneously fold and activate polyunsaturated substrates promoting non-inherent cyclization modes. Our goal is unprecedented, although it is rooted on fundamental organometallic chemistry, in particular, on the known activation of polyunsaturated substrates by highly electrophilic transition metals. These unconventional cyclizations cascades challenge the paradigm that the intrinsic reactivity of the substrate is the relevant factor in carbocation-initiated processes and would provide access to large carbocyclic skeletons such as those present in taxol and ophiobolin enantioselectively in a single step under catalytic conditions. Although the initial work will be carried out with gold catalysts, a major goal of this research is to develop other general-purpose efficient chiral electrophilic catalysts based on zinc. To attain our goal, we will study more simple catalysts to delineate the factors that control the folding of polyenynes and polyenes. Thus, we will prepare new series of C2-chiral catalysts in which the stereogenic elements are close to the reaction site. Related C2-chiral systems will be generated by supramolecular hydrogen-bond pairing. A similar chiral arrangement could also be achieved by an intramolecular chiral anion translocation from the metal to a distant hydrogen-bond donor site. In addition, we will explore larger systems based on structurally well-defined metallic clusters to generate highly electrophilic chiral reactive sites. The folding and activation of polyunsaturated substrates will be studied first with a series of catalytic prototypes based on digold or heterobimetallic complexes with N-heterocyclic carbenes, diphosphines, mixed ligands of these types, as well as resorcinarene-phosphonite cavitant ligands.

Host institution

FUNDACIO PRIVADA INSTITUT CATALA D'INVESTIGACIO QUIMICA

Address

Avenida Paissos Catalans 16
43007 Tarragona

Spain

Activity type

Higher or Secondary Education Establishments

EU Contribution

€ 2 500 000

Beneficiaries (1)

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FUNDACIO PRIVADA INSTITUT CATALA D'INVESTIGACIO QUIMICA

Spain

EU Contribution

€ 2 500 000

Project information

Grant agreement ID: 835080

Status

Grant agreement signed

  • Start date

    1 September 2019

  • End date

    31 August 2024

Funded under:

H2020-EU.1.1.

  • Overall budget:

    € 2 500 000

  • EU contribution

    € 2 500 000

Hosted by:

FUNDACIO PRIVADA INSTITUT CATALA D'INVESTIGACIO QUIMICA

Spain