Multibridged Chiral Naphthalene Oligomers with Continuous Extreme-Cisoid Conformation

被引：28

作者：

Takaishi, Kazuto ^{[1
]}

Kawamoto, Masuki ^{[1
]}

Tsubaki, Kazunori ^{[2
]}

机构：

[1] RIKEN, Supramol Sci Lab, Wako, Saitama 3510198, Japan

[2] Kyoto Prefectural Univ, Grad Sch Life & Environm Sci, Kyoto 6068522, Japan

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 08期

关键词：

OPTICALLY-ACTIVE OLIGONAPHTHALENES; ABSOLUTE-CONFIGURATION; BINAPHTHOL DERIVATIVES; 1,1'-BINAPHTHYL; STATE; MOLECULES; LIGANDS;

D O I：

10.1021/ol100582v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Axially chiral 2,2'-methylenedioxy-bridged-1,1'-binaphthyls, quaternaphthalenes, and octinaphthalenes were synthesized and their optical properties researched. 2,2'-Methylenedioxy bridges led to a continuous extremely cisoid conformation and subsequent extensive conjugation in the rod direction. Therefore, the absorption and fluorescence regions were red-shifted as the number of naphthalene rings increased. These oligonaphthalenes fluoresced in both solution and the solid state. Furthermore, DFT calculations showed that the LUMO and HOMO of these bridged oligonaphthalenes were spread over a wide range.

引用

页码：1832 / 1835

页数：4

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