Synthesis and structures of [2n](2,7)naphthalenophanes (n = 2-4)

Kenta Ohtsuka, Guangke Cai, Kazuya Fujita, Hirokazu Miyoshi, Yoshito Tobe*

*Corresponding author for this work

Research output: Contribution to journalArticle

1 Scopus citations

Abstract

Reductive coupling of 2,7-bis(bromomethyl)naphthalene using phenyllithium gave anti-[22](2,7)naphthalenophane, [23](2,7)naphthalenophane, and [24](2,7)naphthalenophane, the distribution of which was dependent on the reaction conditions. The structure of the first compound was established by X-ray crystallographic analysis. On the basis of the similarity between the NMR and UV spectra of [23](2,7)naphthalenophane with those reported for syn-[22](2,7)naphthalenophane, we conclude that the compound originally assigned to be syn-4 was in fact 6.

Original languageEnglish
Pages (from-to)445-449
Number of pages5
JournalCanadian Journal of Chemistry
Volume95
Issue number4
DOIs
StatePublished - 1 Jan 2017

Keywords

  • Aromatic compounds
  • Cyclophanes
  • Reductive coupling
  • X-ray crystal structure analysis

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