Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 3041-3048 |
| Seitenumfang | 8 |
| Fachzeitschrift | European Journal of Organic Chemistry |
| Jahrgang | 2017 |
| Ausgabenummer | 21 |
| Publikationsstatus | Veröffentlicht - 29 März 2017 |
Abstract
Transition-metal-catalyzed C–H functionalization is an emerging powerful alternative to ortho-lithiation protocols. For ferrocene systems almost exclusively noble-metal catalysts have so far been used. Herein we present the first examples of cobalt-catalyzed ortho-methylations by C–H activation at ferrocenes bearing various ortho-directing groups (ODGs). The cobalt-catalyzed ortho-methylation results in the formation of racemic 1,2-disubstituted ferrocenes in 21–89 % yield. In some cases symmetric 2,5-dimethylated ferrocenes prevailed or even were the only isolated products.
ASJC Scopus Sachgebiete
- Chemie (insg.)
- Physikalische und Theoretische Chemie
- Chemie (insg.)
- Organische Chemie
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in: European Journal of Organic Chemistry, Jahrgang 2017, Nr. 21, 29.03.2017, S. 3041-3048.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Cobalt-Catalyzed ortho-Methylation of Ferrocenes Bearing ortho-Directing Groups by Catalytic Directed C–H Bond Activation
AU - Schmiel, David
AU - Butenschön, Holger
PY - 2017/3/29
Y1 - 2017/3/29
N2 - Transition-metal-catalyzed C–H functionalization is an emerging powerful alternative to ortho-lithiation protocols. For ferrocene systems almost exclusively noble-metal catalysts have so far been used. Herein we present the first examples of cobalt-catalyzed ortho-methylations by C–H activation at ferrocenes bearing various ortho-directing groups (ODGs). The cobalt-catalyzed ortho-methylation results in the formation of racemic 1,2-disubstituted ferrocenes in 21–89 % yield. In some cases symmetric 2,5-dimethylated ferrocenes prevailed or even were the only isolated products.
AB - Transition-metal-catalyzed C–H functionalization is an emerging powerful alternative to ortho-lithiation protocols. For ferrocene systems almost exclusively noble-metal catalysts have so far been used. Herein we present the first examples of cobalt-catalyzed ortho-methylations by C–H activation at ferrocenes bearing various ortho-directing groups (ODGs). The cobalt-catalyzed ortho-methylation results in the formation of racemic 1,2-disubstituted ferrocenes in 21–89 % yield. In some cases symmetric 2,5-dimethylated ferrocenes prevailed or even were the only isolated products.
KW - Cobalt
KW - C–H activation
KW - Ferrocene
KW - Methylation
KW - Sandwich complexes
KW - Transition-metal catalysis
UR - http://www.scopus.com/inward/record.url?scp=85020829502&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201700358
DO - 10.1002/ejoc.201700358
M3 - Article
AN - SCOPUS:85020829502
VL - 2017
SP - 3041
EP - 3048
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 21
ER -