A supramolecular bifunctional iridium photoaminocatalyst for the enantioselective alkylation of aldehydes

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, allow...

Full description

Saved in:
Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2020-10, Vol.49 (41), p.14497-1455
Main Authors: Gualandi, Andrea, Calogero, Francesco, Martinelli, Ada, Quintavalla, Arianna, Marchini, Marianna, Ceroni, Paola, Lombardo, Marco, Cozzi, Pier Giorgio
Format: Article
Language:English
Subjects:
Aldehydes
Alkylation
Catalysts
Chemical reactions
Conjugation
Enantiomers
Iridium
NMR
Nuclear magnetic resonance
Phosphorescence
Photocatalysis
Photocatalysts
Photoredox catalysis
Stereoselectivity
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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. 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.
ISSN:1477-9226
1477-9234
DOI:10.1039/d0dt02587a