Stereoselective gridization and polygridization with centrosymmetric molecular packing

Dongqing Lin, Ying Wei, Aizhong Peng, He Zhang, Chunxiao Zhong, Dan Lu, Hao Zhang, Xiangping Zheng, Lei Yang, Quanyou Feng, Linghai Xie () and Wei Huang ()
Additional contact information
Dongqing Lin: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications
Ying Wei: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications
Aizhong Peng: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications
He Zhang: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications
Chunxiao Zhong: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications
Dan Lu: Jilin University
Hao Zhang: Jilin University
Xiangping Zheng: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications
Lei Yang: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications
Quanyou Feng: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications
Linghai Xie: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications
Wei Huang: Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications

Nature Communications, 2020, vol. 11, issue 1, 1-11

Abstract: Abstract The gridarenes, with well-defined edges and vertices, represent versatile nanoscale building blocks for the installation of frameworks and architectures but suffer from difficulty in stereoselective control during their synthesis. Here we report a diastereoselective gridization of superelectrophilic diazafluorene-containing substrates (AmBn) with crescent shapes into Drawing Hands grids (DHGs). The meso-selectivity reaches 75.6% diastereomeric excess (de) during the gridization of A1B1-type substrates and maintains ~80% de during the polygridization of A2B2-type monomers. Such stereocontrol originates from the centrosymmetric molecular packing of two charge-delocalized superelectrophiles with synergistically π–π stacking attractions and coulombic repulsions. As meso-stereoregular structures show 20∼30 nm in length, the rigid ring/chain-alternating polygrids have a Mark–Houwink exponent of 1.651 and a molecular weight (M) dependence of the hydrodynamic radius Rh ∼ M1.13. Via the simulation of chain collapse, meso-configured polygridarenes still adopt rod-like conformations that facilitate the high rigidity of organic nanopolymers, distinguished from toroid backbones of rac-type polygrids.

Date: 2020
References: Add references at CitEc
Citations: View citations in EconPapers (1)

Downloads: (external link)
https://www.nature.com/articles/s41467-020-15401-x Abstract (text/html)

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:11:y:2020:i:1:d:10.1038_s41467-020-15401-x

Ordering information: This journal article can be ordered from
https://www.nature.com/ncomms/

DOI: 10.1038/s41467-020-15401-x

Access Statistics for this article

Nature Communications is currently edited by Nathalie Le Bot, Enda Bergin and Fiona Gillespie

More articles in Nature Communications from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().