Synthesis of a molecular tweezer containing pentafluorophenyl groups and investigation of the π-π stacking interaction for a pentafluorophenyl group in a polar organic solvent

Toshinobu Korenaga, Yusuke Kawauchi, Takahiro Kosaki, Tadashi Ema, Takashi Sakai

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

A molecular tweezer having two bidentate pentafluorophenyl (C 6F 5) groups was synthesized, and the π-π stacking ability of the C 6F 5 groups toward benzene derivatives in a polar organic solvent was evaluated. The structure of the molecular tweezer was revealed to be dimeric in the crystalline state by X-ray analysis. Association constants (K a) between the molecular tweezer and aromatic guests in THF were found to be roughly correlated with the quadrupole moment (Q zz) of the guests, suggesting that the quadrupole-quadrupole contribution plays a significant role in the π-π interaction even in a polar organic solvent.

Original languageEnglish
Pages (from-to)2175-2179
Number of pages5
JournalBulletin of the Chemical Society of Japan
Volume78
Issue number12
DOIs
Publication statusPublished - Dec 1 2005

ASJC Scopus subject areas

  • Chemistry(all)

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