Homologous series of regioregular alkylsubstituted oligothiophenes up to an 11-mer

被引：32

作者：

Krömer, J ^{[1
]}

Bäuerle, P ^{[1
]}

机构：

[1] Univ Ulm, Dept Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, Germany

来源：

TETRAHEDRON | 2001年 / 57卷 / 17期

关键词：

conjugated oligomers; oligothiophenes; metal-catalyzed cross-coupling reactions;

D O I：

10.1016/S0040-4020(01)00254-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A complete series of structurally well-defined butylated oligothiophenes up to an Il-mer was synthesized by a combination of aryl-aryl cross-coupling reactions and cyclization of 1,3-butadiyne precursors with sulfide anions. Palladium-catalyzed cross-coupling of halogenated thiophene units with trimethylsilylacetylene effectively yields ethynylated thiophenes which after deprotection are oxidatively coupled to the corresponding 1,3-butadiynes. (C) 2001 Published by Elsevier Science Ltd.

引用

页码：3785 / 3794

页数：10

共 44 条

[1] Bao ZN, 2000, ADV MATER, V12, P227, DOI 10.1002/(SICI)1521-4095(200002)12:3<227::AID-ADMA227>3.0.CO
[2] 2-U
[3] OLIGOTHIOPHENES - YET LONGER - SYNTHESIS, CHARACTERIZATION, AND SCANNING-TUNNELING-MICROSCOPY IMAGES OF HOMOLOGOUS, ISOMERICALLY PURE OLIGO(ALKYLTHIOPHENE)S
BAUERLE, P
FISCHER, T
BIDLINGMEIER, B
STABEL, A
RABE, JP
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (03): : 303 - 307
[4] SELECTIVE SYNTHESIS OF ALPHA-SUBSTITUTED OLIGOTHIOPHENES
BAUERLE, P
WURTHNER, F
GOTZ, G
EFFENBERGER, F
[J]. SYNTHESIS-STUTTGART, 1993, (11): : 1099 - 1103
[5] Bauerle P., 1998, OLIGOTHIOPHENES ELEC, P105
[6] SYNTHESIS OF 3,2'-5',3'-TERTHIOPHENE AND OTHER TERTHIOPHENES BY THE THIOPHENECARBOXALDEHYDE-]ETHYNYLTHIOPHENE-]DITHIENYLBUTADIYNE ROUTE
BENY, JP
DHAWAN, SN
KAGAN, J
SUNDLASS, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (11) : 2201 - 2204
[7] STABLE-SOLUTIONS OF DOPED THIOPHENE OLIGOMERS
DELEEUW, DM
[J]. SYNTHETIC METALS, 1993, 57 (01) : 3597 - 3602
[8] Fichou D., 1999, HDB OLIGO POLYTHIOPH
[9] GARNIER F, 1998, FIELD EFFECT TRANSIS, P559
[10] ELECTROLUMINESCENCE FROM OLIGOTHIOPHENE-BASED LIGHT-EMITTING DEVICES
GEIGER, F
STOLDT, M
SCHWEIZER, H
BAUERLE, P
UMBACH, E
[J]. ADVANCED MATERIALS, 1993, 5 (12) : 922 - 925

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