A Preferred Disrotatory 4n Electron Mobius Aromatic Transition State for a Thermal Electrocyclic Reaction

被引：24

作者：

Mauksch, Michael ^{[1
]}

Tsogoeva, Svetlana B. ^{[1
]}

机构：

[1] Univ Erlangen Nurnberg, Dept Chem & Pharm, Lehrstuhl Organ Chem 1, D-91054 Erlangen, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 16期

关键词：

aromaticity; density functional calculations; mobius aromaticity; pericyclic reactions; transition states; HYDROGEN SHIFT; LINKING NUMBER; DEWAR BENZENE; TWIST; HUCKEL; ISOMERIZATION; HYDROCARBON; PORPHYRIN; CHEMISTRY; SYSTEMS;

D O I：

10.1002/anie.200806009

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Not forbidden: Thermal 4n electron electrocyclic reactions of Hückel topology structures proceed via "allowed" conrotatory pathways. However, for a Möbius topology, the Woodward-Hoffmann rules may be reversed and a "forbidden" disrotatory pathway can be preferred as shown theoretically for dodecahexaene 1 that transforms via a Heilbronner-Möbius aromatic transition structure 2 into a cyclic polyene 3. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2959 / 2963

页数：5

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