Citation: Liu Chuan-Zhi, Koppireddi Satish, Wang Hui, Zhang Dan-Wei, Li Zhan-Ting. Halogen bonding-driven formation of supramolecular macrocycles and double helix[J]. Chinese Chemical Letters, ;2019, 30(5): 953-956. doi: 10.1016/j.cclet.2019.02.010 shu

Halogen bonding-driven formation of supramolecular macrocycles and double helix

Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials and Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), Fudan University, Shanghai 200438, China

zhangdw@fudan.edu.cn

ztli@fudan.edu.cn

Received Date: 29 December 2018
Revised Date: 5 February 2019
Accepted Date: 19 February 2019
Available Online: 19 May 2019

Figures(5)

The crystal structures of three intramolecularly hydrogen bonded rigid aromatic amide derivatives, which all bear one iodine atom at one end as the donor and one pyridine unit at the other end as the acceptor, have been described to reveal the utility of halogen bonding in inducing the formation of supramolecular macrocycles. All the three compounds formed intermolecular I…N halogen bonding. For short compound 1, halogen bonding induced the formation of an extended supramolecular array. For longer folded compounds 2 and 3, halogen bonding could hold two molecules to form supramolecular macrocycles even by adopting a highly distorted, energetically less favorable conformation (for 3). Depending on the solvent for the growth of crystals, compound 3 could also gave rise to a halogen bonded supramolecular double helix.
- Halogen bond,
- Hydrogen bond,
- Macrocycle,
- Foldamer,
- Double helix
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