Selective MeCN/EtCN sorption and preferential inclusion of substituted benzenes in a cage structure with arylsulfonamide-armed anthraquinones

Takashi Takeda, Shin Ichiro Noro, Takayoshi Nakamura, Yasutaka Suzuki, Jun Kawamata, Tomoyuki Akutagawa

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

We report a series of crystal structures of arylsulfonamide-armed anthraquinones (AQs) (1-4). The arylsulfonamide-armed AQs formed orthogonal aromatic arrangements between the AQ unit and terminal aryl units due to well-defined intramolecular hydrogen bonding between the carbonyl units of AQs and the amino groups of sulfonamide units. Three disubstituted AQs 1-3 formed fundamental dimer structures, which were stabilized by intermolecular π-π interaction between AQs. Subtle differences in the dimer structures led to different packing structures. Among them, the 1,8-bis(arylsulfonamide) derivative (1) formed solvated crystals of 1·(MeCN), which exhibited reversible and selective MeCN and/or EtCN adsorption-desorption behavior. Tetra(arylsulfonamide) AQ (4) with four bulky substituents on its periphery formed various host-guest molecular crystals of 4·X2 (X = toluene, xylene, trimethylbenzenes, 1,2,3,5-tetramethylbenzene, anisole, and benzonitrile) with a rectangular zero-dimensional cage surrounded by the π-planes of 4.

Original languageEnglish
Pages (from-to)17-24
Number of pages8
JournalCrystEngComm
Volume20
Issue number1
DOIs
Publication statusPublished - 2018

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

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