Reversal of Orbital Symmetry Control in Electrocyclic Ring Closures through Craig-Mobius Aromaticity

被引：14

作者：

Mauksch, Michael ^{[1
]}

Tsogoeva, Svetlana B. ^{[2
,3
]}

机构：

[1] Univ Erlangen Nurnberg, Inst Theoret Phys, Comp Chem Ctr, Dept Chem & Pharm, Nagelsbachstr 25a, D-91052 Erlangen, Germany

[2] Univ Erlangen Nurnberg, Dept Chem & Pharm, Organ Chem Chair 1, Henkestr 42, D-91054 Erlangen, Germany

[3] Univ Erlangen Nurnberg, ICMM, Henkestr 42, D-91054 Erlangen, Germany

来源：

CHEMPHYSCHEM | 2016年 / 17卷 / 07期

关键词：

electrocyclic reactions; Mobius aromaticity; orbital symmetry; organometallic compounds; stereoselectivity; STATE; ISOMERIZATION;

D O I：

10.1002/cphc.201600086

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Experimentalists are challenged to find the organometallic thermal electrocyclizations that are computationally predicted to proceed with opposite stereoselectivity compared to their metal-free parent 4n and 4n+2 -electron systems. While ring closure of, for example, s-cis-butadiene proceeds conrotatory, an iron alkyl complex formed by replacement of a (CH) unit by an [FeH] metal fragment results in a disrotatory electrocyclization.

引用

页码：963 / 966

页数：4

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