Dodecamethoxy- and hexaoxotricyclobutabenzene: Synthesis and characterization

被引：55

作者：

Hamura, Toshiyuki

Ibusuki, Yousuke

Uekusa, Hidehiro

Matsumoto, Takashi

Siegel, Jay S.

Baldridge, Kim K.

Suzuki, Keisuke ^{[1
]}

机构：

[1] Tokyo Inst Technol, Interact Res Ctr Sci, Dept Chem,Meguro Ku, SORST,Japan Sci & Technol Corp JST, Tokyo 1528551, Japan

[2] Univ Zurich, Inst Organ Chem, CH-8057 Zurich, Switzerland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 31期

关键词：

D O I：

10.1021/ja064063e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report herein the syntheses of dodecamethoxytricyclobutabenzene (TCBB) 1 and hexaoxo-TCBB 2, a class of molecules with structural and theoretical interest. The preparation is based on the 3-fold [2 + 2] cycloadditions of benzyne and ketene silyl acetals (KSAs), where the selectively protected 2-iodophloroglucinol derivative served as a synthetic equivalent of benztriyne I, allowing rapid and regioselective annulation of fully functionalized four-membered rings. Structural study on the former compound showed that the C-C bond lengths in the central benzene ring were essentially the same. Copyright © 2006 American Chemical Society.

引用

页码：10032 / 10033

页数：2

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