4.5 Article

Mimicking Enzymes: Taking Advantage of the Substrate-Recognition Properties of Metalloporphyrins in Supramolecular Catalysis

Journal

SYNTHESIS-STUTTGART
Volume 54, Issue 15, Pages 3473-3481

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1729-9223

Keywords

porphyrins; supramolecular chemistry; homogeneous catalysis; pyridines; transition metals; Diets-Alder reaction

Funding

  1. Centre National de la Recherche Scientifique (CNRS), Universite de Rennes 1 (Defis scientifiques 2020)
  2. Agence Nationale de la Recherche-Jeune Chercheuse-Jeune Chercheur (ANR-JCJC) [ANR-19-CE07-0039]
  3. Region Bretagne (ARED 2020) [1715]
  4. College de France
  5. Agence Nationale de la Recherche (ANR) [ANR-19-CE07-0039] Funding Source: Agence Nationale de la Recherche (ANR)

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This review article describes the recent advances in supramolecular catalysis involving metalloporphyrins as substrate recognition sites in the second coordination sphere of the catalyst. Inspired by host-guest phenomena, these catalytic systems exhibit unique activities, selectivities, and modes of action that are difficult to achieve using purely covalent strategies.
The present review describes the most relevant advances dealing with supramolecular catalysis in which metalloporphyrins are employed as substrate-recognition sites in the second coordination sphere of the catalyst. The kinetically labile interaction between metalloporphyrins (typically, those derived from zinc) and nitrogen- or oxygen-containing substrates is energetically comparable to the non-covalent interactions (i.e., hydrogen bonding) found in enzymes enabling substrate preorganization. Much inspired from host-guest phenomena, the catalytic systems described in this account display unique activities, selectivities and action modes that are difficult to reach by applying purely covalent strategies.

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