Dithieno[3,4-b:3′,4′-d]thiophene-Annelated Antiaromatic Planar Cyclooctatetraene with Olefinic Protons

被引：29

作者：

Aita, Kazunari ^{[1
]}

Ohmae, Takeshi ^{[1
]}

Takase, Masayoshi ^{[1
]}

Nomura, Kotohiro ^{[1
]}

Kimura, Hideaki ^{[2
]}

Nishinage, Tohru ^{[1
]}

机构：

[1] Tokyo Metropolitan Univ, Dept Chem, Grad Sch Sci & Engn, Hachioji, Tokyo 1920397, Japan

[2] Bruker BioSpin KK, Kanagawa Ku, Yokohama, Kanagawa 2210022, Japan

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 14期

关键词：

CHEMICAL-SHIFTS NICS; RING CURRENTS; PORPHYRIN SHEET; AROMATICITY; DIMETHYLDIHYDROPYRENE; HYDROCARBON; BENZENE; NUCLEUS; SYSTEM; UNITS;

D O I：

10.1021/ol401125f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The design and synthesis of a new planar cyclooctatetraene (COT) with protons directly connected to the COT ring was attained by mono-annelation with dithieno[3,4-b:3',4'-d]thiophene. The planar structure of the COT core was unambiguously confirmed by X-ray crystallography. The magnetic antiaromaticity of the COT core was found to be higher than that of the previously synthesized planar COTs with olefinic protons, according to the results of H-1 NMR and absorption spectra as well as NICS calculations.

引用

页码：3522 / 3525

页数：4

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