The construction of a hybrid metal-organo-photoredox catalyst based on the conjugation of an imidazolidinone organocatalyst and Ir(ppy)2(bipy) (ppy = 2-phenylpyridine, bipy = bipyridine) is described. The introduction of the desired organocatalyst into the bipyridine moiety is quite modular, allowing the preparation of different hybrid photocatalysts, and is realized though a simple click reaction. The hybrid photocatalysts obtained were employed in the benchmark photoredox alkylation of aldehydes. Remarkably, the conjugation of a first-generation MacMillan catalyst produces an active and stereoselective hybrid photoredox catalyst.

Gualandi, A., Calogero, F., Martinelli, A., Quintavalla, A., Marchini, M., Ceroni, P., et al. (2020). A supramolecular bifunctional iridium photoaminocatalyst for the enantioselective alkylation of aldehydes. DALTON TRANSACTIONS, 49(41), 14497-14505-14505 [10.1039/d0dt02587a].

A supramolecular bifunctional iridium photoaminocatalyst for the enantioselective alkylation of aldehydes

Gualandi, Andrea
;
Calogero, Francesco;Martinelli, Ada;Quintavalla, Arianna;Marchini, Marianna;Ceroni, Paola
;
Lombardo, Marco
;
Cozzi, Pier Giorgio
2020

Abstract

The construction of a hybrid metal-organo-photoredox catalyst based on the conjugation of an imidazolidinone organocatalyst and Ir(ppy)2(bipy) (ppy = 2-phenylpyridine, bipy = bipyridine) is described. The introduction of the desired organocatalyst into the bipyridine moiety is quite modular, allowing the preparation of different hybrid photocatalysts, and is realized though a simple click reaction. The hybrid photocatalysts obtained were employed in the benchmark photoredox alkylation of aldehydes. Remarkably, the conjugation of a first-generation MacMillan catalyst produces an active and stereoselective hybrid photoredox catalyst.
2020
Gualandi, A., Calogero, F., Martinelli, A., Quintavalla, A., Marchini, M., Ceroni, P., et al. (2020). A supramolecular bifunctional iridium photoaminocatalyst for the enantioselective alkylation of aldehydes. DALTON TRANSACTIONS, 49(41), 14497-14505-14505 [10.1039/d0dt02587a].
Gualandi, Andrea; Calogero, Francesco; Martinelli, Ada; Quintavalla, Arianna; Marchini, Marianna; Ceroni, Paola; Lombardo, Marco; Cozzi, Pier Giorgio...espandi
File in questo prodotto:
File Dimensione Formato  
Manoscritto_IRIS.pdf

Open Access dal 13/10/2021

Tipo: Postprint
Licenza: Licenza per Accesso Aperto. Creative Commons Attribuzione (CCBY)
Dimensione 630.13 kB
Formato Adobe PDF
630.13 kB Adobe PDF Visualizza/Apri
d0dt02587a1.pdf

accesso aperto

Tipo: File Supplementare
Licenza: Licenza per accesso libero gratuito
Dimensione 4.76 MB
Formato Adobe PDF
4.76 MB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/777081
Citazioni
  • ???jsp.display-item.citation.pmc??? 1
  • Scopus 4
  • ???jsp.display-item.citation.isi??? 4
social impact