En route to archimedene:: Total synthesis of C3h-symmetric [7]phenylene

被引：50

作者：

Bruns, D

Miura, H

Vollhardt, KPC ^{[1
]}

Stanger, A

机构：

[1] Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA

[2] Lawrence Berkeley Natl Lab, Div Chem Sci, Berkeley, CA 94720 USA

[3] Technion Israel Inst Technol, Dept Chem, Inst Catalysis Sci & Technol, IL-32000 Haifa, Israel

[4] Technion Israel Inst Technol, Lise Meitner Minerva Ctr Computat Quantum Chem, IL-32000 Haifa, Israel

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 04期

关键词：

D O I：

10.1021/ol027482z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The total synthesis of C-3h-symmetric [7]phenylene has been accomplished by triple cobalt-catalyzed cycloisomerization of an appropriate nonayne. Its spectral data are in accord with the expectations for a triply angularly fused system, but its calculated heat of formation suggests the presence of a destabilizing sigma effect relative to its D-3h isomer. The molecule constitutes the largest substructure of archimedene hitherto synthesized.

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页码：549 / 552

页数：4

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