Selective Synthesis of [12]Cycloparaphenylene

被引:403
作者
Takaba, Hiroko [1 ]
Omachi, Haruka [1 ]
Yamamoto, Yosuke [1 ]
Bouffard, Jean [1 ]
Itami, Kenichiro [1 ]
机构
[1] Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
关键词
aromaticity; cross-coupling; cycloparaphenylenes; macrocyclization; palladium; NONPLANAR AROMATIC-COMPOUNDS; CROSS-COUPLING REACTIONS; TUBE-SHAPED MOLECULES; DOUBLE-STRANDED CYCLE; H BOND ARYLATION; BELT REGION; ORGANOBORON COMPOUNDS; ARYLBORONIC ACIDS; CARBON SKELETON; PI-SYSTEMS;
D O I
10.1002/anie.200902617
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tighten your belt: [12]Cycloparaphenylene, the sidewall segment of a carbon nanotube (see picture), has been synthesized in a selective manner through stepwise palladium-catalyzed coupling reactions. The synthesis capitalizes on the ability of the cis-1,4-dihydroxycyclohexane- 1,4-diyl unit to attenuate the build-up of strain energy during macrocyclization. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:6112 / 6116
页数:5
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