Folding of fluorinated oligoarylenes into non-alternant PAHs with various topological shapes

被引：15

作者：

Akhmetov, Vladimir ^{[1
]}

Foertsch, Andreas ^{[2
]}

Feofanov, Mikhail ^{[1
]}

Troyanov, Sergey ^{[3
]}

Amsharov, Konstantin ^{[1
,2
,4
]}

机构：

[1] Friedrich Alexander Univ Erlangen Nuernberg, Dept Chem & Pharm, Organ Chem 2, Nikolaus Fiehiger Str 10, D-91058 Erlangen, Germany

[2] Martin Luther Univ Halle Wittenberg, Inst Chem, Organ Chem, Kurt Mothes Str 2, D-06120 Halle, Germany

[3] Moscow MV Lomonosov State Univ, Chem Dept, Moscow 119991, Russia

[4] South Ural State Univ, Pr Lenina 76, Chelyabinsk 454080, Russia

来源：

ORGANIC CHEMISTRY FRONTIERS | 2020年 / 7卷 / 10期

关键词：

CYCLOPHANES; SYSTEMS;

D O I：

10.1039/d0qo00370k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unprecedented [6]helicene's cavity closure indicating the possibility of introducing seven-membered rings via alumina-mediated C-F activation is shown. This finding, in combination with a directed quadruple annulation of fluorinated oligoarylenes, opens a short pathway to elusive non-alternant PAHs. Starting with one fluorinated block, we have synthesized through a two-step procedure three new representatives with helical-, bowl- and saddle-shapes. Additionally, the structure-property relationship in these new PAHs is explored via theoretical, optical, and X-ray crystallographic studies.

引用

页码：1271 / 1275

页数：5

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