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J Am Chem Soc. 2016 Aug 03;138(30):9629-33. doi: 10.1021/jacs.6b04898. Epub 2016 Jul 21.

Formation of Curvature Subunit of Carbon in Combustion.

Journal of the American Chemical Society

Xin-Zhou Wu, Yang-Rong Yao, Miao-Miao Chen, Han-Rui Tian, Jun Xiao, Yun-Yan Xu, Min-Song Lin, Laura Abella, Cheng-Bo Tian, Cong-Li Gao, Qianyan Zhang, Su-Yuan Xie, Rong-Bin Huang, Lan-Sun Zheng

Affiliations

  1. State Key Lab for Physical Chemistry of Solid Surfaces, iChEM (Collaborative Innovation Center of Chemistry for Energy Materials), Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, China.

PMID: 27377559 DOI: 10.1021/jacs.6b04898

Abstract

Curvature prevalently exists in the world of carbon materials (e.g., fullerenes, buckyl bowls, carbon nanotubes, and onions), but traditional C2-addition mechanisms fail to elucidate the mechanism responsible for the formation of carbon curvature starting from a pentagonal carbon ring in currently available chemical-physical processes such as combustion. Here, we show a complete series of nascent pentagon-incorporating C5-C18 that are online produced in the flame of acetylene-cyclopentadiene-oxygen and in situ captured by C60 or trapped as polycyclic aromatic hydrocarbons for clarifying the growth of the curved subunit of C20H10. A mechanism regarding C1-substitution and C2-addition has been proposed for understanding the formation of curvature in carbon materials, as exemplified by the typical curved molecule containing a single pentagon completely surrounded by five hexagons. The present mechanism, supported by the intermediates characterized by X-ray crystallography as well as NMR, has been experimentally validated for the rational synthesis of curved molecule in the commercially useful combustion process.

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