Catalytic Conversion of Alcohols into Carboxylic Acid Salts in Water: Scope, Recycling, and Mechanistic Insights.
The catalytic conversion of alcohols into carboxylic acid salts in water was performed in the presence of ruthenium complexes supported by aliphatic PNP pincer ligands preformed or formed in situ. High activity toward a wide substrate scope was achieved with turnover number values of up to 4000. The air-stable catalytic system can be recycled by using toluene as a catalyst-immobilizing phase; the activity is maintained after five consecutive runs. Finally, mechanistic studies allowed some fundamental aspects related to water activation to be unveiled and to the mechanism postulated.
Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide (UCCS), F-59000, Lille, France.
Lei
L
Zhang
Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide (UCCS), F-59000, Lille, France.
Duc Hanh
DH
Nguyen
Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide (UCCS), F-59000, Lille, France.
Guillaume
G
Raffa
Univ. Lille, CNRS, UMR 8576, Unité de Glycobiologie Structurale et Fonctionnelle (UGSF), F-59000, Lille, France.
Xavier
X
Trivelli
Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide (UCCS), F-59000, Lille, France.
Frédéric
F
Capet
Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide (UCCS), F-59000, Lille, France.
Simon
S
Desset
Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide (UCCS), F-59000, Lille, France.
Sébastien
S
Paul
Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide (UCCS), F-59000, Lille, France. franck.dumeignil@univ-lille1.fr.
Franck
F
Dumeignil
Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide (UCCS), F-59000, Lille, France. regis.gauvin@ensc-lille.fr.
Régis M
RM
Gauvin
D000438:Alcohols / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D006865:Hydrogenation; D059027:Recycling; D012428:Ruthenium / Q000737:chemistry; D012492:Salts / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
D000438:Alcohols; D002264:Carboxylic Acids; D012492:Salts; D014867:Water; D012428:Ruthenium
carboxylic acid; green chemistry; pincer ligands; reaction mechanisms; ruthenium