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Organic Nanosynthesis of Ancient Windmill-like Window Gridarenes at Molecular Scale

preprint
submitted on 02.07.2018 and posted on 02.07.2018 by Ying Wei, Quanyou Feng, Hui Liu, Xiuling Wang, Dongqing Lin, Fengning Guo, Changjin Ou, Songlin Xie, Mingdong Yi, Linghai Xie, Wei Huang
We focus on another kind of square-type unit nanogrids with starlike divergent extensibility. As a result, square windmill-like nanogrid WG4 have been successfully synthesized by two different kinds of fluorene-based nanosynthons, namely I-shape nanosynthon and L-shape nanosynthon synthesis method. Besides WG4, triangle and hexagon windmill-like nanogrids (WG3 and WG5) are also obtained via one-pot nanosynthesis of I-shape nanosynthon with WG3 as the main product. For the L-shape nanosynthon synthetic method, the cyclization process possesses higher selectivity, resulting to an excellent yield for WG4. In addition, two stereoisomers of the triangle nanogrids, cis-trans-WG3 and cis-cis-WG3, were separated and characterized from the single-crystal X-ray diffraction and 1H NMR analyses for getting insight into the configuration of the triangle nanogrids with the skeleton planarization for the trans-configuration and deplanarization for the cis-configuration.

Funding

This work was supported by National Natural Science Foundation of China (21774061, 21504047, 21602111, 61136003), Natural Science Foundation of Jiangsu Province of China (BM2012010, BK20150834, BK20150832), Synergetic Innovation Centre for Organic Electronics and Information Displays, Nanjing University of Posts and Telecommunications Scientific Foundation NUPTSF (NY215078, NY215172, NY217082), and the Six Peak Talents Foundation of Jiangsu Province (XCL-CXTD-009)

History

Email Address of Submitting Author

iamlhxie@njupt.edu.cn

Email Address(es) for Other Author(s)

iamywei@njupt.edu.cn

Institution

Nanjing University of Posts and Telecommunications

Country

China

ORCID For Submitting Author

0000-0001-6294-5833

Declaration of Conflict of Interest

no conflict of interest

Version Notes

structure characterization

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in European Journal of Organic Chemistry

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