Pentagon-Fused Sumanenes on the Aromatic Peripheries en Route to the Bottom-Up Synthesis of Fullerenes-Reference-Cited by-同舟云学术

Pentagon-Fused Sumanenes on the Aromatic Peripheries en Route to the Bottom-Up Synthesis of Fullerenes

Published:2022-12-02 Issue:04 Volume:34 Page:374-378
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Sakurai Hidehiro¹²^ORCID,Nakazawa Hironobu¹,Uetake Yuta¹²,Yakiyama Yumi¹²

Affiliation:

1. Division of Applied Chemistry, Graduate School of Engineering, Osaka University

2. Innovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI), Osaka University

Abstract

AbstractBowl-shaped π-conjugated sumanenyltriamines were successfully synthesized in a one-step reaction from bromomethylsumanene. This molecule represents an example of hemiazafullerene (C54N6 fragment) with six isolated pentagons. Its single-crystal X-ray structural analysis showed the formation of one-dimensional columnar structures incorporating chloroform. The hemifullerene (C30 fragment) was also synthesized when the nucleophile was changed to dimethylmalonate.

Funder

Japan Society for the Promotion of Science

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1992-0487.pdf

Reference9 articles.

1. Isolation of the Heterofullerene C 59 N as Its Dimer (C 59 N) 2

2. Rehybridization and .pi.-orbital overlap in nonplanar conjugated organic molecules: .pi.-orbital axis vector (POAV) analysis and three-dimensional Hueckel molecular orbital (3D-HMO) theory

3. A Synthesis of Sumanene, a Fullerene Fragment