1,1′-diaryl-substituted ferrocenes: Up to three hinges in oligophenyleneethynylene-type molecular wires

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OriginalspracheEnglisch
Seiten (von - bis)1076-1087
Seitenumfang12
FachzeitschriftEuropean Journal of Organic Chemistry
Ausgabenummer6
PublikationsstatusVeröffentlicht - 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

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1,1′-diaryl-substituted ferrocenes: Up to three hinges in oligophenyleneethynylene-type molecular wires. / Baumgardt, Ingmar; Butenschön, Holger.
in: European Journal of Organic Chemistry, Nr. 6, 08.02.2010, S. 1076-1087.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

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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",
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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

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U2 - 10.1002/ejoc.200901252

DO - 10.1002/ejoc.200901252

M3 - Article

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SP - 1076

EP - 1087

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

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ER -

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