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Updated: Jul 2, 2025

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
Published on: October 15, 2019
Template Assisted One-Pot Synthesis of [2], Linear [3], and Radial [4]Catenane via Click Reaction
Mana Bhanjan Podh1,2, Radhakrishna Ratha1,2, Chandra Shekhar Purohit1,2
1School of Chemical Sciences, National Institute of Science Education and Research (NISER), Jatni, Bhubaneswar, Odisha, India -, 752050.
Abstract:
Design and synthesis of higher order catenane are unexpectedly complex and involve precise cooperation among the precursors overcoming competing and opposing interactions. We achieved synthesis of [2], linear [3], radial [4] in a one-pot reaction by consecutive ring closing through click reactions. This synthesis gave three isolable products due to two, four, and six-click reactions between suitable coupling partners. Yields of the isolate templated-catenane decrease from lower to higher-ordered catenane (40 %, 12 %, and 4 %), probably due to the bite angle as well as the flexibility of the reacting partners. Removal of templating cobalt(III) ion leads to the formation of fully organic [2], linear [3], and radial [4]catenane. These synthesized catenanes were purified by column chromatography and characterized by 1H-NMR, 13C-NMR, and ESI-MS spectroscopy. The synthesized catenanes have free binding sites suitable for post-functionalization and may be used for the synthesis of higher-ordered catenane.
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