SYNTHESIS AND PROPERTIES OF VINYLOGOUS 6-(CYCLOPENTADIENYL)PENTAFULVENES

被引：10

作者：

EIERMANN, M ^{[1
]}

STOWASSER, B ^{[1
]}

HAFNER, K ^{[1
]}

BIERWIRTH, K ^{[1
]}

FRANK, A ^{[1
]}

LERCH, A ^{[1
]}

REUSSWIG, J ^{[1
]}

机构：

[1] TH DARMSTADT,INST ORGAN CHEM,PETERSENSTR 22,W-6100 DARMSTADT,GERMANY

来源：

CHEMISCHE BERICHTE | 1990年 / 123卷 / 06期

关键词：

Alkali metal–carbanion pair structure; Cyclic voltammetry; Electrochemistry; Pentafulvene; derivatives; Reversible pentafulvene protonation;

D O I：

10.1002/cber.19901230636

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The application of the principle of kinetic stabilization on vinylogous 6‐(cyclopentadienyl)pentafulvenes 1 led to the synthesis of the di‐ and tetra‐tert‐butyl derivatives 7a – e and 8a ‐ c. Their reactions with bases and acids form charged, heteroatom‐free cyanine‐type carbanionic 9a ‐ e, 10a – e and carbocationic ll a – e, 12a – c species which were characterized with NMR and UV/Vis spectroscopy. Conclusions on the ion pair structures of the alkali metal salts 9a ‐ e and 10a – c are drawn from the spectroscopic data. Additionally, in one case the behavior of the alkali metal salt 10b towards oxidants was studied by cyclic voltammetry and the structure of the corresponding hydrocarbon 8b was proved by X‐ray structural analysis. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim

引用

页码：1421 / 1431

页数：11

共 35 条

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