Nonmetal catalyzed hydrogenation of carbonyl compounds
File(s)J. Am. Chem. Soc._136_45_2014.pdf (899.48 KB)
Published version
Author(s)
Scott, Daniel J
Fuchter, Matthew J
Ashley, Andrew E
Type
Journal Article
Abstract
Solutions of the Lewis acid B(C6F5)3 in 1,4-dioxane are found to effectively catalyze the hydrogenation of a variety of ketones and aldehydes. These reactions, the first to allow entirely metal-free catalytic hydrogenation of carbonyl groups under relatively mild reaction conditions, are found to proceed via a “frustrated Lewis pair” mechanism in which the solvent, a weak Brønsted base yet moderately strong donor, plays a pivotal role.
Date Issued
2014-11-12
Date Acceptance
2014-10-01
Citation
Journal of the American Chemical Society, 2014, 136 (45), pp.15813-15816
ISSN
0002-7863
Publisher
American Chemical Society
Start Page
15813
End Page
15816
Journal / Book Title
Journal of the American Chemical Society
Volume
136
Issue
45
Copyright Statement
© 2014 American Chemical Society. This is an open access article published under a Creative Commons Attribution (CC-BY) License, which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
License URL
Identifier
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000344906100002&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
Subjects
Science & Technology
Physical Sciences
Chemistry, Multidisciplinary
Chemistry
HOMOGENEOUS HYDROGENATION
METAL
HYDROSILATION
ACTIVATION
MECHANISM
ACIDITY
ETHERS
Publication Status
Published
Date Publish Online
2014-10-29