One-Step Synthesis of [16]Helicene

被引：166

作者：

Mori, Kazuyuki ^{[1
]}

Murase, Takashi ^{[2
]}

Fujita, Makoto ^{[1
]}

机构：

[1] Univ Tokyo, Sch Engn, Dept Appl Chem, Bunkyo Ku, Tokyo 1138656, Japan

[2] Yamagata Univ, Fac Sci, Dept Mat & Biol Chem, Yamagata, Yamagata 9908560, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 23期

关键词：

helical structures; photocyclization; -; interactions; polycyclic aromatic compounds; regioselectivity; ONE HUNDRED YEARS; STEREOSELECTIVE SYNTHESES; CIRCULAR-DICHROISM; OPTICAL-PROPERTIES; HELICAL MOLECULES; HELICENES; CARBOHELICENES; OCTA; PHOTOCHEMISTRY; PHOTOCYCLIZATION;

D O I：

10.1002/anie.201502436

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A single-strand arylene-vinylene precursor containing four phenylene and three naphthylene units linked together with six vinylene spacers undergoes helical folding via sextuple photocyclization to give a [16]helicene core in a single step. The phenylene and naphthylene units are arranged in the precursor such that unfavorable side reactions (anthracene or benzoperylene formation) are avoided, and this is the key to the success of the one-step synthesis of [16]helicene, which is the longest [n]helicene that has been synthesized to date.

引用

页码：6847 / 6851

页数：5

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