Bottom-up synthesis and structures of π-lengthened tubular macrocycles

Taisuke Matsuno, Sho Kamata, Shunpei Hitosugi, Hiroyuki Isobe

Research output: Contribution to journalArticlepeer-review

88 Citations (Scopus)

Abstract

Belt-persistent tubular cycloarylenes possessing extended sp2-networks of finite single-wall carbon nanotubes (SWNT) have been synthesised from an abundantly available pigment possessing the dibenzo[def, mno]chrysene (anthanthrene) framework. The introduction of bulky substituents allowed for the diastereoselective production of a single helical isomer as a racemate, and the extension of the π-systems in the cycloarylene unexpectedly lowered the enthalpic barrier for the rotation of the arylene unit. Crystallographic analysis of the helical finite SWNT molecules revealed alternate layers of homohelical columns.

Original languageEnglish
Pages (from-to)3179-3183
Number of pages5
JournalChemical Science
Volume4
Issue number8
DOIs
Publication statusPublished - 2013 Jul 1

ASJC Scopus subject areas

  • Chemistry(all)

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