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Updated: Sep 16, 2025

Preparation of Carbon Nanosheets at Room Temperature
Published on: March 8, 2016
Twelvefold Dearomative Esterification of (6,6)Carbon Nanobelt
Tsubasa Okumura1,2, Daiki Imoto2, Yuri Arachi2
1Molecule Creation Laboratory, Pioneering Research Institute, RIKEN, Wako, Saitama, 351-0198, Japan.
None:
Carbon nanobelts (CNBs), cyclic aromatic hydrocarbons with belt-shaped topologies, have growing interest as structurally unique and optoelectronically promising nanocarbons. Yet, strategies for their direct and site-selective functionalization remain scarce. Here, we report a magnesium-mediated, multifold dearomative esterification of (6,6)CNB, enabling the installation of twelve ester groups in a single transformation. Single-crystal X-ray structural analysis revealed regioselective dearomatization patterns, whereas mechanistic studies uncovered a radical-driven pathway involving oxyiminium intermediate generated in situ from alkyl chloroformates and amide solvents. Computational analysis further indicated that strain release in the CNB framework drives the high degree of functionalization. This methodology not only expands the synthetic toolbox for aromatic nanobelts but also allows tunable modulation of their host-guest properties via enhanced conformational flexibility.
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