Hydrogen bond templated synthesis of catenanes and rotaxanes from a single isophthalic acid derivative

Barlow, Sean and Akien, Geoffrey and Evans, Nicholas (2022) Hydrogen bond templated synthesis of catenanes and rotaxanes from a single isophthalic acid derivative. Organic and Biomolecular Chemistry. ISSN 1477-0520

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Abstract

Hydrogen bond templated [2]catenanes and [2]rotaxanes have been synthesized using azide precursors derived from a single isophthalic acid derivative precursor. The interlocked molecules were prepared using either stoichiometric or near stoichiometric amounts of macrocycle and CuAAC “click” precursors, with yields of up to 70% for the mechanical bond formation step. Successful preparation of the interlocked structures was confirmed by NMR spectroscopy and mass spectrometry, with detail of co-conformational behaviour being elucidated by a range of 1H NMR spectroscopic experiments.

Item Type:
Journal Article
Journal or Publication Title:
Organic and Biomolecular Chemistry
Uncontrolled Keywords:
Data Sharing Template/yes
Subjects:
ID Code:
181276
Deposited By:
Deposited On:
16 Dec 2022 12:10
Refereed?:
Yes
Published?:
Published
Last Modified:
16 Dec 2022 12:10