Organoaluminum cations for carbonyl activation

In search of stable, yet reactive aluminum Lewis acids, we have isolated an organoaluminum cation, [(Me 2 NC 6 H 4 ) 2 Al(C 4 H 8 O) 2 ] + , coordinated with two labile tetrahydrofuran ligands. Its catalytic performance in aldehyde dimerization reveals turn-over frequencies reaching up to 6000 h −1...

Full description

Saved in:
Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2019-12, Vol.55 (97), p.14629-14632
Main Authors: Kannan, Ramkumar, Chambenahalli, Raju, Kumar, Sandeep, Krishna, Athul, Andrews, Alex P, Jemmis, Eluvathingal D, Venugopal, Ajay
Format: Article
Language:English
Subjects:
Activation
Aldehydes
Aluminum
Carbonyls
Cations
Crystallography
Dimerization
Hydrosilylation
Ketones
Tetrahydrofuran
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:In search of stable, yet reactive aluminum Lewis acids, we have isolated an organoaluminum cation, [(Me 2 NC 6 H 4 ) 2 Al(C 4 H 8 O) 2 ] + , coordinated with two labile tetrahydrofuran ligands. Its catalytic performance in aldehyde dimerization reveals turn-over frequencies reaching up to 6000 h −1 , exceeding that of the reported main group catalysts. The cation is further demonstrated to catalyze hydroelementation of ketones. Mechanistic investigations reveal that aldehyde dimerization and ketone hydrosilylation occur through carbonyl activation. A Lewis acidic cationic organoaluminum catalyst is demonstrated to perform aldehyde dimerization and ketone hydrosilylation via a carbonyl activation pathway.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc08272g