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Synthesis 2021; 53(02): 338-343
DOI: 10.1055/s-0040-1707290
DOI: 10.1055/s-0040-1707290
special topic
Functional Organic Molecules
Synthesis of Catenanes from a BMP32C10-Based Cryptand Tuned by the Linkage Length of Paraquat Salts
We thank the National Natural Science Foundation of China (21572042 and 21773052), the Changjiang Scholar Program of Chinese Ministry of Education and Innovative Research Team in Chinese University (IRT 1231), and the Opening Foundation of Collaborative Innovation Center for the Manufacture of Fluorine and Silicone Fine Chemicals and Materials (FSi2019A006) for financial support.
Abstract
A series of catenanes have been synthesized through olefin metathesis from a BMP32C10-based cryptand and paraquat guests attached with two terminal alkenes. Distribution of the catenane products can be significantly affected by the linkage length on the paraquat guests. In the presence of BMP32C10-based cryptand, the paraquat salt with a long linkage facilitates intramolecular olefin metathesis to release a [2]catenane as the sole catenation product, while the use of a paraquat salt with a shorter linkage leads to the simultaneous generation of [2]-, [3]-, and [4]-catenanes.
Key words
catenanes - crown compounds - cryptands - paraquat - olefin metathesis - mechanically interlocked molecules - host–guest systems - pseudorotaxanesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707290.
- Supporting Information
Publication History
Received: 16 August 2020
Accepted after revision: 24 August 2020
Article published online:
05 October 2020
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