Synthesis and Conformational Analysis of 2,11-Dioxa[3.3]metacyclophanes

• Maeda Hajime

  Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University

• Endo Shinsuke

  Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University

• Ouchi Takashi

  Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University

• Mizuno Kazuhiko

  Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University

• Segi Masahito

  Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University

Abstract

Synthesis and conformational analysis of three members of the dioxa[3.3]metacyclophane family were carried out. Variable-temperature ¹H NMR spectroscopy was employed to show that three substances exist as equilibrium mixtures of syn and anti conformers in ratios that depend on the nature of arene ring substituent, temperature, and solvent. The findings are explained in terms of thermodynamic parameters and dipole moments of the metacyclophanes.

Journal

• Chemistry Letters

  Chemistry Letters 46 (9), 1357-1360, 2017

  The Chemical Society of Japan

Keywords

• Cyclophane
• Conformation
• VT NMR

Details

• CRID: 1390001204587264512
• NII Article ID: 130006067858
• DOI: 10.1246/cl.170527
• ISSN: 13480715
• ISSN: 03667022
• Web Site: http://www.journal.csj.jp/doi/pdf/10.1246/cl.170527
• Text Lang: en
• Data Source:
  • JaLC
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed