Synthesis and Columnar Organization of Partially Fluorinated Dehydrobenz[18]annulenes

12 January 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Two diamond-shaped and partially fluorinated dehydrobenz[18]annulene macrocycles have been synthesized through a one-pot synthesis relying on fourfold Sonogashira coupling. Single crystal structures of the prepared macrocycles show continuous columnar stacks of these molecules that are mediated by the fluoroarene–alkyne, arene–alkyne, fluoroarene–fluoroarene, and alkyne–alkyne [π···π] interactions instead of the expected fluoroarene–arene [π···π] interaction.

Keywords

Fluorinated
macrocycle
single crystal
columnar stacks
dehydrobenzannulene

Supplementary materials

Title
Description
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Title
Synthesis and Columnar Organization of Partially Fluorinated Dehydrobenz[18]annulenes
Description
Synthetic procedure, NMR spectra, single crystal structures and analyses, computation analyses, and absorption and emission spectra of the DBAs.
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