Rhodium-Catalyzed Synthesis, Crystal Structures, and Photophysical Properties of [6]Cycloparaphenylene Tetracarboxylates

被引：18

作者：

Hayase, Norihiko ^{[1
]}

Sugiyama, Haruki ^{[2
]}

Uekusa, Hidehiro ^{[2
]}

Shibata, Yu ^{[1
]}

Tanaka, Ken ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Chem Sci & Engn, Meguro Ku, Tokyo 1528550, Japan

[2] Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528550, Japan

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 11期

基金：

日本科学技术振兴机构; 日本学术振兴会;

关键词：

REGIOSELECTIVE INTERMOLECULAR CYCLOTRIMERIZATION; CARBON; CYCLOPARAPHENYLENES; ALKYNES; COMPLEXES; NANOHOOPS; DESIGN; STEP;

D O I：

10.1021/acs.orglett.9b00820

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of C-2-symmetrical [6]cycloparaphenylene (CPP) tetracarboxylates has been achieved via macrocyclization by the rhodium-catalyzed intermolecular stepwise cross-alkyne cyclotrimerization and subsequent reductive aromatization. The H-1 NMR spectra of the thus-obtained C-2-symmetrical [6] CPP-tetracarboxylates revealed that the rotation of unsubstituted benzene rings is slow at room temperature. These [6]CPPs formed columnar packing structures, and their absorption maxima were significantly blue-shifted compared to that of nonsubstituted [6]CPP due to the presence of four electron-withdrawing ester moieties.

引用

页码：3895 / 3899

页数：5

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