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Selective Synthesis of [12]Cycloparaphenylene

Hiroko Takaba, Haruka Omachi, Yosuke Yamamoto, Jean Bouffard, Kenichiro Itami, Angew. Chem. Int. Ed, 2009, ASAP
DOI: 10.1002/anie.200902617

 

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.

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