Details
| Original language | English |
|---|---|
| Pages (from-to) | 4510-4518 |
| Number of pages | 9 |
| Journal | European Journal of Organic Chemistry |
| Volume | 2015 |
| Issue number | 20 |
| Publication status | Published - 2 Jun 2015 |
Abstract
In the construction of ferrocene-based molecular wires, alkyne metathesis was investigated as an alternative to palladium-catalyzed coupling reactions for the synthesis of alkynyl ferrocenes. With a Mortreux catalyst system [Mo(CO)6, 4-chloro- or 2-fluorophenol], (1-propynyl)ferrocenes gave the expected homo metathesis products in moderate yields. Because the Mortreux catalyst system is not compatible with 1,1′-dialkynylferrocenes, a nitridomolybdenum catalyst introduced by Fürstner was tested in bidirectional homo and cross-alkyne metathesis reactions. Although the homo alkyne metathesis products were obtained in poor yields, the cross-alkyne metathesis reactions afforded the expected products in good overall yields.
Keywords
- 1,1′-Dialkynylferrocenes, Metathesis, Molecular devices, Sandwich complexes, Synthetic methods
ASJC Scopus subject areas
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: European Journal of Organic Chemistry, Vol. 2015, No. 20, 02.06.2015, p. 4510-4518.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - 1,1′-Dialkynylferrocenes as Substrates for Bidirectional Alkyne Metathesis Reaction
AU - Ma, Jingxiang
AU - Krauße, Nico
AU - Butenschön, Holger
PY - 2015/6/2
Y1 - 2015/6/2
N2 - In the construction of ferrocene-based molecular wires, alkyne metathesis was investigated as an alternative to palladium-catalyzed coupling reactions for the synthesis of alkynyl ferrocenes. With a Mortreux catalyst system [Mo(CO)6, 4-chloro- or 2-fluorophenol], (1-propynyl)ferrocenes gave the expected homo metathesis products in moderate yields. Because the Mortreux catalyst system is not compatible with 1,1′-dialkynylferrocenes, a nitridomolybdenum catalyst introduced by Fürstner was tested in bidirectional homo and cross-alkyne metathesis reactions. Although the homo alkyne metathesis products were obtained in poor yields, the cross-alkyne metathesis reactions afforded the expected products in good overall yields.
AB - In the construction of ferrocene-based molecular wires, alkyne metathesis was investigated as an alternative to palladium-catalyzed coupling reactions for the synthesis of alkynyl ferrocenes. With a Mortreux catalyst system [Mo(CO)6, 4-chloro- or 2-fluorophenol], (1-propynyl)ferrocenes gave the expected homo metathesis products in moderate yields. Because the Mortreux catalyst system is not compatible with 1,1′-dialkynylferrocenes, a nitridomolybdenum catalyst introduced by Fürstner was tested in bidirectional homo and cross-alkyne metathesis reactions. Although the homo alkyne metathesis products were obtained in poor yields, the cross-alkyne metathesis reactions afforded the expected products in good overall yields.
KW - 1,1′-Dialkynylferrocenes
KW - Metathesis
KW - Molecular devices
KW - Sandwich complexes
KW - Synthetic methods
UR - http://www.scopus.com/inward/record.url?scp=85027930309&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201500483
DO - 10.1002/ejoc.201500483
M3 - Article
AN - SCOPUS:85027930309
VL - 2015
SP - 4510
EP - 4518
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 20
ER -