Details
| Original language | English |
|---|---|
| Article number | st-2015-b0066-l |
| Pages (from-to) | 1450-1454 |
| Number of pages | 5 |
| Journal | Synlett |
| Volume | 26 |
| Issue number | 11 |
| Publication status | Published - 16 Apr 2015 |
Abstract
Some new aryloxy[4]ferrocenophanedienes are described, which have been obtained by reaction of 1,1′-di(1-propynyl)ferrocene and respective phenols. These include one case of a twofold reaction of this type. The possibility of using the products as substrates in Diels-Alder cycloadditions was evaluated with the result that only the most reactive dienophile, 4-phenyl-1,2,4-triazoline-3,5-dione, underwent this reaction. The cycloadduct has an unprecedented structure in that the ferrocene moiety 1,4-diaxially caps a boat conformer of a cyclohexane moiety.
Keywords
- 1 1′-dialkynylferrocene, boat conformation, Diels-Alder cycloaddition, ferrocenophane
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
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In: Synlett, Vol. 26, No. 11, st-2015-b0066-l, 16.04.2015, p. 1450-1454.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - New Phenoxy[4]ferrocenophanedienes
T2 - First Case of a Boat Conformation of a Diazacyclohexene 1,4-Capped by a Ferrocene
AU - Krauße, Nico
AU - Butenschön, Holger
PY - 2015/4/16
Y1 - 2015/4/16
N2 - Some new aryloxy[4]ferrocenophanedienes are described, which have been obtained by reaction of 1,1′-di(1-propynyl)ferrocene and respective phenols. These include one case of a twofold reaction of this type. The possibility of using the products as substrates in Diels-Alder cycloadditions was evaluated with the result that only the most reactive dienophile, 4-phenyl-1,2,4-triazoline-3,5-dione, underwent this reaction. The cycloadduct has an unprecedented structure in that the ferrocene moiety 1,4-diaxially caps a boat conformer of a cyclohexane moiety.
AB - Some new aryloxy[4]ferrocenophanedienes are described, which have been obtained by reaction of 1,1′-di(1-propynyl)ferrocene and respective phenols. These include one case of a twofold reaction of this type. The possibility of using the products as substrates in Diels-Alder cycloadditions was evaluated with the result that only the most reactive dienophile, 4-phenyl-1,2,4-triazoline-3,5-dione, underwent this reaction. The cycloadduct has an unprecedented structure in that the ferrocene moiety 1,4-diaxially caps a boat conformer of a cyclohexane moiety.
KW - 1 1′-dialkynylferrocene
KW - boat conformation
KW - Diels-Alder cycloaddition
KW - ferrocenophane
UR - http://www.scopus.com/inward/record.url?scp=84934897928&partnerID=8YFLogxK
U2 - 10.1055/s-0034-1380519
DO - 10.1055/s-0034-1380519
M3 - Article
AN - SCOPUS:84934897928
VL - 26
SP - 1450
EP - 1454
JO - Synlett
JF - Synlett
SN - 0936-5214
IS - 11
M1 - st-2015-b0066-l
ER -