Synthesis of a Porphyrin(2.1.2.1) Nanobelt and Its Ability To Bind Fullerene

Songlin Xue; Daiki Kuzuhara; Naoki Aratani; Hiroko Yamada

doi:10.1021/acs.orglett.9b00329

Synthesis of a Porphyrin(2.1.2.1) Nanobelt and Its Ability To Bind Fullerene

Org Lett. 2019 Apr 5;21(7):2069-2072. doi: 10.1021/acs.orglett.9b00329. Epub 2019 Mar 15.

Authors

Songlin Xue¹, Daiki Kuzuhara², Naoki Aratani¹, Hiroko Yamada¹

Affiliations

¹ Graduate School of Science and Technology , Nara Institute of Science and Technology , 8916-5 Takayama-cho , Ikoma , Nara 630-0192 , Japan.
² Faculty of Science and Engineering , Iwate University , 4-3-5 Ueda , Morioka , Iwate 020-8551 , Japan.

PMID: 30875231
DOI: 10.1021/acs.orglett.9b00329

Abstract

This Letter details a simple and effective method to synthesize a porphyrin(2.1.2.1)-based nanobelt NBNi₃ via condensation reactions of 1,2,4,5-tetra(pyrrol-2-yl)benzene and benzaldehydes. NBNi₃ consists of three arch-shaped porphyrins(2.1.2.1) and benzene linkages with a C_{3 h}-symmteric structure. The concave-shaped cavity of NBNi₃ behaves as a C₆₀ receptor by capturing two C₆₀ cooperatively. Additionally, NBNi₃ exhibits reversible oxidation and reduction peaks with five electrons in each peak, indicating that the shape of the nanobelt can stabilize multicationic and anionic states.

Publication types

Research Support, Non-U.S. Gov't