Pyrene-Containing Twistarene : Twelve Benzene Rings Fused in a Row

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

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Author(s)

  • Wangqiao Chen
  • Xinxiong Li
  • Guankui Long
  • Yongxin Li
  • Rakesh Ganguly
  • Mingtao Zhang
  • Naoki Aratani
  • Hiroko Yamada
  • Ming Liu

Detail(s)

Original languageEnglish
Pages (from-to)13555-13559
Journal / PublicationAngewandte Chemie - International Edition
Volume57
Issue number41
Online published24 Aug 2018
Publication statusPublished - 8 Oct 2018
Externally publishedYes

Abstract

Success in obtaining higher-order twistarenes with precise structures is very important for fundamentally understanding the relationship between the structures and physical properties/optoelectronic applications. In this research, by using the advantages from a retro-Diels–Alder process (clean reaction) and the cross-conjugated nature of the pyrene unit, a novel dodeca-twistarene was prepared for the first time. Its structure, confirmed by single-crystal XRD analysis, indicates that it possesses a twisted angle (≈30°), and two neighboring molecules in the crystal lattice are perpendicular to each other because of the twisted character and the strong intermolecular CH–π interactions. However, its basic physicochemical properties suggest its instability in air derives from its elevated HOMO energy level, although NICS calculations confirm that the pyrene units contribution poorly to the π conjugation of the overall molecule.

Research Area(s)

  • CH–π interactions, optical properties, structure elucidation, supramolecular chemistry, synthetic methods

Citation Format(s)

Pyrene-Containing Twistarene: Twelve Benzene Rings Fused in a Row. / Chen, Wangqiao; Li, Xinxiong; Long, Guankui et al.
In: Angewandte Chemie - International Edition, Vol. 57, No. 41, 08.10.2018, p. 13555-13559.

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review