Convergent synthesis of hexameric naphthylene macrocycles with dicarboxylic imide appendages

Jing Yang Xue, Waka Nakanishi, Daiki Tanimoto, Daisuke Hara, Yuta Nakamura, Hiroyuki Isobe

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

A series of macrocyclic compounds, [6]cyclo-2,7-naphthylenes ([6]CNAP), composed of six naphthylene units are synthesized through a [3+3] convergent route in good to moderate yields. The synthesis method allowed for the introduction of dicarboxylic imide moieties to the naphthylene units. Crystallographic analysis of a derivative possessing four imide groups showed a trimeric columnar assembly with an alignment of nanometer-sized macrocyclic pores.

Original languageEnglish
Pages (from-to)4963-4965
Number of pages3
JournalTetrahedron Letters
Volume54
Issue number36
DOIs
Publication statusPublished - 2013 Sep 4

Keywords

  • Convergent synthesis
  • Macrocycles
  • Polyaromatic hydrocarbons
  • π-Stack

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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