Synlett 2017; 28(14): 1671-1677
DOI: 10.1055/s-0036-1588830
synpacts
© Georg Thieme Verlag Stuttgart · New York

Large π-Extension of Carbon Nanorings by Incorporating Hexa-peri-hexabenzocoronenes

Dapeng Lu
Key Laboratory of Materials for Energy Conversion, Chinese Academy of Sciences, Department of Materials Science and Engineering, Hefei National Laboratory of Physical Science at the Microscale, and the Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui Province, 230026, P. R. of China   Email: dupingwu@ustc.edu.cn
,
Shengsheng Cui
Key Laboratory of Materials for Energy Conversion, Chinese Academy of Sciences, Department of Materials Science and Engineering, Hefei National Laboratory of Physical Science at the Microscale, and the Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui Province, 230026, P. R. of China   Email: dupingwu@ustc.edu.cn
,
Pingwu Du*
Key Laboratory of Materials for Energy Conversion, Chinese Academy of Sciences, Department of Materials Science and Engineering, Hefei National Laboratory of Physical Science at the Microscale, and the Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui Province, 230026, P. R. of China   Email: dupingwu@ustc.edu.cn
› Author Affiliations
This work was financially supported by the National Natural Science Foundation of China (21473170, 21271166), the Fundamental Research Funds for the Central Universities, the Program for New Century Excellent Talents in University (NCET), and the Thousand Young Talents Program.
Further Information

Publication History

Received: 20 March 2017

Accepted after revision: 19 April 2017

Publication Date:
06 June 2017 (online)

Dedicated to Professor Richard Eisenberg

Abstract

Recently, we reported the synthesis of two novel large π-extended carbon nanorings by incorporating hexa-peri-hexabenzocoronenes: cyclo[12]-paraphenylene[2]-2,11-hexa-peri-hexabenzocoronene ([12,2]CPHBC) and the [4]cyclo-2,11-para-hexa-peri-hexabenzocoronene ([4]CHBC). The successful synthesis was achieved by the rationally designed pathways via palladium-, nickel-, or platinum-mediated reactions and the final aromatization reaction. This Synpacts article highlights the synthetic methods to achieve these carbon nanorings with large conjugated systems. We also summarize the representative characterization evidences and interesting photophysical properties of these carbon nanoring structures. Furthermore, the selective supramolecular host–guest interaction between [4]CHBC and C70 is briefly discussed. The new π-extended carbon nanorings can be considered as examples of longitudinal extension of the cycloparaphenylene scaffold, forming large conjugated CNT segments.

1 Introduction

2 Large π-Extended Carbon Nanorings by Incorporating Hexa-peri-hexabenzocoronenes

3 Conclusions

 
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