Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 3799-3806 |
| Seitenumfang | 8 |
| Fachzeitschrift | European Journal of Organic Chemistry |
| Ausgabenummer | 22 |
| Publikationsstatus | Veröffentlicht - 2000 |
Abstract
A mixture of samarium(II) iodide and samarium can induce a coupling reaction of three molecules of alkanoyl halide to give trialkylcarbinols of 2-hydroxy-1,3-diones. When aliphatic, unbranched alkanoyl chlorides are used, this new coupling reaction provides trimeric products as the main reaction products. Tetrahydropyran (THP) proved superior as the solvent because no ring-opening and subsequent reaction with the alkanoyl halides was observed under the reaction conditions, unlike when THF was used.
ASJC Scopus Sachgebiete
- Chemie (insg.)
- Physikalische und Theoretische Chemie
- Chemie (insg.)
- Organische Chemie
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in: European Journal of Organic Chemistry, Nr. 22, 2000, S. 3799-3806.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - New coupling reactions of some acyl chlorides with samarium diiodide in the presence of samarium
T2 - Carbinols from three acyl units
AU - Clausen, Christian
AU - Weidner, Ingo
AU - Butenschön, Holger
PY - 2000
Y1 - 2000
N2 - A mixture of samarium(II) iodide and samarium can induce a coupling reaction of three molecules of alkanoyl halide to give trialkylcarbinols of 2-hydroxy-1,3-diones. When aliphatic, unbranched alkanoyl chlorides are used, this new coupling reaction provides trimeric products as the main reaction products. Tetrahydropyran (THP) proved superior as the solvent because no ring-opening and subsequent reaction with the alkanoyl halides was observed under the reaction conditions, unlike when THF was used.
AB - A mixture of samarium(II) iodide and samarium can induce a coupling reaction of three molecules of alkanoyl halide to give trialkylcarbinols of 2-hydroxy-1,3-diones. When aliphatic, unbranched alkanoyl chlorides are used, this new coupling reaction provides trimeric products as the main reaction products. Tetrahydropyran (THP) proved superior as the solvent because no ring-opening and subsequent reaction with the alkanoyl halides was observed under the reaction conditions, unlike when THF was used.
KW - Alkanoyl halide
KW - Coupling
KW - Samarium
KW - Samarium(II) iodide
KW - Trimerization
UR - http://www.scopus.com/inward/record.url?scp=0141964984&partnerID=8YFLogxK
U2 - 10.1002/1099-0690(200011)2000:22<3799::AID-EJOC3799>3.0.CO;2-N
DO - 10.1002/1099-0690(200011)2000:22<3799::AID-EJOC3799>3.0.CO;2-N
M3 - Article
AN - SCOPUS:0141964984
SP - 3799
EP - 3806
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 22
ER -