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A Singular Molecule-to-Molecule Transformation on Video: The Bottom-Up Synthesis of Fullerene C60from Truxene Derivative C60H30

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Title
A Singular Molecule-to-Molecule Transformation on Video: The Bottom-Up Synthesis of Fullerene C60from Truxene Derivative C60H30
Author(s)
Dominik Lungerich; Helen Hoelzel; Koji Harano; Norbert Jux; Konstantin Yu. Amsharov; Eiichi Nakamura
Publication Date
2021-08-24
Journal
ACS NANO, v.15, no.8, pp.12804 - 12814
Publisher
American Chemical Society
Abstract
© 2021 American Chemical Society.Singular reaction events of small molecules and their dynamics remain a hardly understood territory in chemical sciences since spectroscopy relies on ensemble-averaged data, and microscopic scanning probe techniques show snapshots of frozen scenes. Herein, we report on continuous high-resolution transmission electron microscopic video imaging of the electron-beam-induced bottom-up synthesis of fullerene C60 through cyclodehydrogenation of tailor-made truxene derivative 1 (C60H30), which was deposited on graphene as substrate. During the reaction, C60H30 transformed in a multistep process to fullerene C60. Hereby, the precursor, metastable intermediates, and the product were identified by correlations with electron dose-corrected molecular simulations and single-molecule statistical analysis, which were substantiated with extensive density functional theory calculations. Our observations revealed that the initial cyclodehydrogenation pathway leads to thermodynamically favored intermediates through seemingly classical organic reaction mechanisms. However, dynamic interactions of the intermediates with the substrate render graphene as a non-innocent participant in the dehydrogenation process, which leads to a deviation from the classical reaction pathway. Our precise visual comprehension of the dynamic transformation implies that the outcome of electron-beam-initiated reactions can be controlled with careful molecular precursor design, which is important for the development and design of materials by electron beam lithography.
URI
https://pr.ibs.re.kr/handle/8788114/11055
DOI
10.1021/acsnano.1c02222
ISSN
1936-0851
Appears in Collections:
Center for Nanomedicine (나노의학 연구단) > 1. Journal Papers (저널논문)
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