Base‐Free Iron Catalyzed Transfer Hydrogenation of Esters Using EtOH as Hydrogen Source

Herein, we report on the use of the iron pincer complex Iron‐MACHO‐BH, in the base‐free transfer hydrogenation of esters with EtOH as a hydrogen source. More than 20 substrates including aromatic and aliphatic esters and lactones were reduced affording the desired primary alcohols and diols with mod...

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie International Edition Vol. 58; no. 4; pp. 1129 - 1133
Main Authors: Farrar‐Tobar, Ronald A., Wozniak, Bartosz, Savini, Arianna, Hinze, Sandra, Tin, Sergey, de Vries, Johannes G.
Format: Journal Article
Language:English
Published: Germany Wiley Subscription Services, Inc 21.01.2019
Edition:International ed. in English
Subjects:
Alcohols
Aliphatic compounds
base-free
Diols
ester compounds
Esters
Ethanol
Hydrogen storage
Hydrogenation
Iron
Lactones
Plastics recycling
Polyester resins
Polyesters
Substrates
transfer hydrogenation
iron
transfer hydrogenation
ester compounds
base-free
ethanol
ISSN:1433-7851, 1521-3773, 1521-3773
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Herein, we report on the use of the iron pincer complex Iron‐MACHO‐BH, in the base‐free transfer hydrogenation of esters with EtOH as a hydrogen source. More than 20 substrates including aromatic and aliphatic esters and lactones were reduced affording the desired primary alcohols and diols with moderate to excellent isolated yields. It is also possible to reduce polyesters to the diols with this method, enabling a novel way of plastic recycling. Reduction of the renewable substrate methyl levulinate proceeds to form 1,4‐pentanediol directly. The yields are largely governed by the equilibrium between the alcohol and the ethyl ester. Even plastic can be reduced! Transfer hydrogenation of esters and lactones with EtOH can be effected using 5 mol % of Fe‐MACHO‐BH as catalyst. This catalyst does not need any base activation, thus resulting in very high selectivities.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
content type line 23
ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.201810605