A Defective Nanotube Molecule of C552 H496 N24 with Pyridinic and Pyrrolic Nitrogen Atoms

Angew Chem Int Ed Engl. 2022 Jan 3;61(1):e202114305. doi: 10.1002/anie.202114305. Epub 2021 Nov 25.

Abstract

A 3-nm molecule comprising a cylindrical core and cross-shaped rims was designed and synthesized by developing a modular synthetic route. By using a cyclic precursor from previous studies as a starting material, multiple carbazole units were installed at the rims of the defective cylinder. The defective cylinder was synthetically doped with two types of nitrogen atoms, that is, pyridinic and pyrrolic nitrogen atoms, which resulted in solvatochromic shifts in fluorescence by charge-transfer interactions. The structure of the large, C552 H496 N24 molecule was fully disclosed by crystallographic analyses, and the unique helical arrangement of nitrogen-doped cylinders in the crystal was revealed.

Keywords: crystal engineering; defects; dopants; nanotubes; nitrogen heterocycles.

Publication types

  • Research Support, Non-U.S. Gov't