Aromaticity with a twist:: Mobius [4n]annulenes

被引:83
作者
Castro, C
Isborn, CM
Karney, WL
Mauksch, M
Schleyer, PV
机构
[1] Univ San Francisco, Dept Chem, San Francisco, CA 94117 USA
[2] Univ Erlangen Nurnberg, Inst Organ Chem, D-91054 Erlangen, Germany
[3] Univ Erlangen Nurnberg, Comp Chem Ctr, D-91054 Erlangen, Germany
[4] Univ Georgia, Dept Chem, Athens, GA 30602 USA
关键词
D O I
10.1021/ol026610g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Aromatic Mobius [4n]annulenes with 4n pi electrons, originally conceived by Heilbronner, are characterized computationally. These (CH)(12), (CH)(16), and (CH)(20) minima have nearly equal C-C bond lengths, small twist angles around the rings, and magnetic properties (NICS, nucleus-independent chemical shifts-see above at various positions in [16]annulene-and magnetic susceptibility exaltations) indicating significantly diatropic ring currents. The Mobius forms are not the most stable isomers but may contribute significantly to the chemistry of these annulenes.
引用
收藏
页码:3431 / 3434
页数:4
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