Synthesis of Substituted Trinaphthylenes via Aryne Cyclotrimerization

被引：48

作者：

Lynett, Philip T. ^{[1
]}

Maly, Kenneth E. ^{[1
]}

机构：

[1] Wilfrid Laurier Univ, Dept Chem, Waterloo, ON N2L 3C5, Canada

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 16期

基金：

加拿大自然科学与工程研究理事会;

关键词：

DISCOTIC LIQUID-CRYSTALS; PALLADIUM-CATALYZED CYCLOTRIMERIZATION; TRIPHENYLENES; HEXABENZOTRIPHENYLENE; ALKYNES; PHASE; DYES;

D O I：

10.1021/ol9013443

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of a series of substituted trinaphthylene derivatives via a palladium-catalyzed aryne cyclotrimerization is reported. This method provides an approach for the preparation of novel disk-shaped polycyclic aromatic hydrocarbons that self-assemble via pi-pi interactions and may form columnar liquid crystal phases. Although the trinaphthylenes prepared in this study do not exhibit columnar mesophases, variable concentration H-1 NMR studies provide evidence for aggregation in solution.

引用

页码：3726 / 3729

页数：4

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