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Front Cover: Aerobic Aliphatic Hydroxylation Reactions by Copper Complexes: A Simple Clip‐and‐Cleave Concept (Chem. Eur. J. 58/2018)
Author(s) -
Becker Jonathan,
Zhyhadlo Yevheniia Y.,
Butova Ekaterina D.,
Fokin Andrey A.,
Schreiner Peter R.,
Förster Moritz,
Holthausen Max C.,
Specht Pascal,
Schindler Siegfried
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201804293
Subject(s) - chemistry , imine , aldehyde , denticity , hydroxylation , ethylenediamine , cleave , adamantane , medicinal chemistry , ligand (biochemistry) , polymer chemistry , stereochemistry , organic chemistry , catalysis , biochemistry , receptor , crystal structure , enzyme
A convenient imine clip‐and‐cleave concept has been developed for the selective hydroxylation of non‐activated C−H bonds of aliphatic aldehydes. Reaction of aldehydes with N,N ‐diethyl‐ethylenediamine leads to the corresponding imine that binds copper(I) ions as a bidentate donor ligand. After exposure of a solution of this complex to dioxygen followed by acidic cleavage of the product the corresponding β‐hydroxylated aldehyde forms. This concept was successfully applied to the hydroxylation of trimethylacetaldehyde as well as adamantane and diamantane 1‐carbaldehydes. More information can be found in the Full Paper by S. Schindler, A. A. Fokin, M. C. Holthausen et al. on page 15543. Graphics by Sebastian Hattig.