From Planar Macrocycle to Cylindrical Molecule: Synthesis and Properties of a Phenanthrene-Based Coronal Nanohoop as a Segment of [6,6]Carbon Nanotube.

Shengsheng CuiQiang HuangJinyi WangHongxing JiaPingsen HuangShengda WangPingwu Du

Published in: Organic letters (2019)

Herein, we explore phenanthrene as the building block to synthesize a hoop-shaped [6,6]carbon nanotube segment from a planar macocycle via a Diels-Alder reaction. The phenanthrene-based coronal nanohoop 7 was fully characterized by HR-MS, NMR, and other spectroscopies. In addition, its photophysical properties and the supramolecular interactions between 7 and fullerene C60 were investigated. This present work suggests an easily accessible Diels-Alder reaction strategy to synthesize cylindrical nanohoops.

Keyphrases

carbon nanotubes
magnetic resonance
mass spectrometry
multiple sclerosis
high resolution
ms ms
atomic force microscopy
solid state
electron transfer
water soluble
energy transfer