Synthesis of Defective Wheel‐Shaped Nanographdiynes

Author:

Hu Guilin12,Chen Jing12,He Jingyi12,Li Yongjun12ORCID

Affiliation:

1. Beijing National Laboratory for Molecular Sciences (BNLMS) CAS Key Laboratory of Organic Solids Institute of Chemistry CAS Research/Education Center for Excellence in Molecular Sciences Chinese Academy of Sciences Beijing 100190 P. R. China

2. Department University of Chinese Academy Sciences Beijing 100049 P. R. China

Abstract

AbstractThe synthesis and optical properties of wheel‐shaped nanographdiynes that has lost some butadiyne spokes were reported. These defective wheel‐shaped nanographdiynes possess butadiyne‐bridged metacyclophanes with para‐bis(phenylbutadiynyl)‐benzene units as the axis. The optimized geometries of the defective wheel‐shaped nanographdiynes along with their vibrational spectra, HOMO and LUMO orbitals were calculated at B3LYP/6‐311G(d,p) level. HOMO and LUMO orbitals are delocalized mainly over the para‐bis(phenylbutadiynyl)‐benzene axis, with weak contribution from the attached ethynyl units. The π‐conjugation extension and quantity increase of the para axis influenced the optical properties of these graphdiyne substructures, leading to the change of bandgap from 2.88 eV to 2.56 eV as reflected by optical spectroscopy. The defective wheel‐shaped nanographdiynes lost the characteristic intensive sharp absorption peak at low energy region, which indicated that the fusion of adjacent dehydrobenzo [18] annulenes are crucial for the bulk properties of graphdiyne.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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