Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles

Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles

The kinetic and thermodynamic stability of C(sp3)–C(sp3) bonds makes the site-selective activation of these motifs a real synthetic challenge. In view of this, herein a site-selective method of C(sp3)–C(sp3) bond scission of amines, specifically morpholine and piperazine derivatives, using a cheap i...

Full description

Bibliographic Details
Main Authors: David K. Leonard, Wu Li, Nils Rockstroh, Kathrin Junge, Matthias Beller
Format: Article
Language:English
Published: Elsevier 2021-09-01
Series:Catalysis Communications
Subjects:
Iron
Oxidation
C–C bond activation
Design of experiments
Online Access:http://www.sciencedirect.com/science/article/pii/S156673672100056X
id doaj-551cbe1a2376463d8f3c3869f163b345
record_format Article
spelling doaj-551cbe1a2376463d8f3c3869f163b3452021-07-01T04:31:55ZengElsevierCatalysis Communications1873-39052021-09-01157106333Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocyclesDavid K. Leonard0Wu Li1Nils Rockstroh2Kathrin Junge3Matthias Beller4Leibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, GermanyLeibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, GermanyLeibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, GermanyLeibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, GermanyCorresponding author.; Leibniz-Institut für Katalyse e.V., Albert-Einstein-Straße 29a, 18059 Rostock, GermanyThe kinetic and thermodynamic stability of C(sp3)–C(sp3) bonds makes the site-selective activation of these motifs a real synthetic challenge. In view of this, herein a site-selective method of C(sp3)–C(sp3) bond scission of amines, specifically morpholine and piperazine derivatives, using a cheap iron catalyst and air as a sustainable oxidant is reported. Furthermore, a statistical design of experiments (DoE) is used to evaluate multiple reaction parameters thereby allowing for the rapid development of a catalytic process.http://www.sciencedirect.com/science/article/pii/S156673672100056XIronOxidationC–C bond activationDesign of experiments
collection DOAJ
language English
format Article
sources DOAJ
author David K. Leonard
Wu Li
Nils Rockstroh
Kathrin Junge
Matthias Beller
spellingShingle David K. Leonard
Wu Li
Nils Rockstroh
Kathrin Junge
Matthias Beller
Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles
Catalysis Communications
Iron
Oxidation
C–C bond activation
Design of experiments
author_facet David K. Leonard
Wu Li
Nils Rockstroh
Kathrin Junge
Matthias Beller
author_sort David K. Leonard
title Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles
title_short Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles
title_full Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles
title_fullStr Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles
title_full_unstemmed Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles
title_sort aerobic iron-catalyzed site-selective c(sp3)–c(sp3) bond cleavage in n-heterocycles
publisher Elsevier
series Catalysis Communications
issn 1873-3905
publishDate 2021-09-01
description The kinetic and thermodynamic stability of C(sp3)–C(sp3) bonds makes the site-selective activation of these motifs a real synthetic challenge. In view of this, herein a site-selective method of C(sp3)–C(sp3) bond scission of amines, specifically morpholine and piperazine derivatives, using a cheap iron catalyst and air as a sustainable oxidant is reported. Furthermore, a statistical design of experiments (DoE) is used to evaluate multiple reaction parameters thereby allowing for the rapid development of a catalytic process.
topic Iron
Oxidation
C–C bond activation
Design of experiments
url http://www.sciencedirect.com/science/article/pii/S156673672100056X
work_keys_str_mv AT davidkleonard aerobicironcatalyzedsiteselectivecsp3csp3bondcleavageinnheterocycles
AT wuli aerobicironcatalyzedsiteselectivecsp3csp3bondcleavageinnheterocycles
AT nilsrockstroh aerobicironcatalyzedsiteselectivecsp3csp3bondcleavageinnheterocycles
AT kathrinjunge aerobicironcatalyzedsiteselectivecsp3csp3bondcleavageinnheterocycles
AT matthiasbeller aerobicironcatalyzedsiteselectivecsp3csp3bondcleavageinnheterocycles
_version_ 1721347497526296576

Similar Items