A Modular and Size-Selective Synthesis of [n]Cycloparaphenylenes: A Step toward the Selective Synthesis of [n,n] Single-Walled Carbon Nanotubes

A modular strategy served in the size‐selective syntheses of [14]‐, [15]‐, and [16]cycloparaphenylenes (CPPs). A Suzuki–Miyaura coupling was used to assemble a terphenyl‐equivalent, L‐shaped cis‐1,4‐diphenylcyclohexane unit and a linear benzene/biphenyl unit in a 3+1+3 or 3+2+3 mode to give U‐shaped...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2010-12, Vol.49 (52), p.10202-10205
Main Authors: Omachi, Haruka, Matsuura, Sanae, Segawa, Yasutomo, Itami, Kenichiro
Format: Article
Language:English
Subjects:
cross-coupling
cycloparaphenylenes
macrocycles
nanotubes
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Summary:A modular strategy served in the size‐selective syntheses of [14]‐, [15]‐, and [16]cycloparaphenylenes (CPPs). A Suzuki–Miyaura coupling was used to assemble a terphenyl‐equivalent, L‐shaped cis‐1,4‐diphenylcyclohexane unit and a linear benzene/biphenyl unit in a 3+1+3 or 3+2+3 mode to give U‐shaped septi‐ and octiphenyl units. The cyclizative dimerization of these U‐shaped units and subsequent aromatization yielded the CPPs.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201005734