Details
| Original language | English |
|---|---|
| Pages (from-to) | 1076-1087 |
| Number of pages | 12 |
| Journal | European Journal of Organic Chemistry |
| Issue number | 6 |
| Publication status | Published - 8 Feb 2010 |
Abstract
Molecular wires of the oligophenyleneethynylene (OPE)type are potentially rigid entities, The idea of the work reported herein was to replace some, not all, of the phenylene moieties with ferrocene units, thereby introducing limited conformational flexibility with the ferrocene units acting as hinges as a consequence of the facile rotation around the CpFe-Cp axis, In this context, the syntheses of a number of 1,1′-diaryl-disubstituted ferrocene building blocks are described. The new terminal diynes 22 and 24 were used to construct the first representatives of ferrocene-based molecular wires with three ferrocene hinges. The study includes an X-ray structure analysis of the thiophene-based diyne 24 as well as cyclovoltammetric analyses of a number of the compounds prepared
Keywords
- Cross-coupling, Cyclic voltammetry, Ferrocene, Molecular electronics, Molecular wires, Sandwich complexes
ASJC Scopus subject areas
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: European Journal of Organic Chemistry, No. 6, 08.02.2010, p. 1076-1087.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - 1,1′-diaryl-substituted ferrocenes
T2 - Up to three hinges in oligophenyleneethynylene-type molecular wires
AU - Baumgardt, Ingmar
AU - Butenschön, Holger
PY - 2010/2/8
Y1 - 2010/2/8
N2 - Molecular wires of the oligophenyleneethynylene (OPE)type are potentially rigid entities, The idea of the work reported herein was to replace some, not all, of the phenylene moieties with ferrocene units, thereby introducing limited conformational flexibility with the ferrocene units acting as hinges as a consequence of the facile rotation around the CpFe-Cp axis, In this context, the syntheses of a number of 1,1′-diaryl-disubstituted ferrocene building blocks are described. The new terminal diynes 22 and 24 were used to construct the first representatives of ferrocene-based molecular wires with three ferrocene hinges. The study includes an X-ray structure analysis of the thiophene-based diyne 24 as well as cyclovoltammetric analyses of a number of the compounds prepared
AB - Molecular wires of the oligophenyleneethynylene (OPE)type are potentially rigid entities, The idea of the work reported herein was to replace some, not all, of the phenylene moieties with ferrocene units, thereby introducing limited conformational flexibility with the ferrocene units acting as hinges as a consequence of the facile rotation around the CpFe-Cp axis, In this context, the syntheses of a number of 1,1′-diaryl-disubstituted ferrocene building blocks are described. The new terminal diynes 22 and 24 were used to construct the first representatives of ferrocene-based molecular wires with three ferrocene hinges. The study includes an X-ray structure analysis of the thiophene-based diyne 24 as well as cyclovoltammetric analyses of a number of the compounds prepared
KW - Cross-coupling
KW - Cyclic voltammetry
KW - Ferrocene
KW - Molecular electronics
KW - Molecular wires
KW - Sandwich complexes
UR - http://www.scopus.com/inward/record.url?scp=76449117190&partnerID=8YFLogxK
U2 - 10.1002/ejoc.200901252
DO - 10.1002/ejoc.200901252
M3 - Article
AN - SCOPUS:76449117190
SP - 1076
EP - 1087
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 6
ER -