Macrocyclization and molecular interlocking via Mitsunobu alkylation: highlighting the role of C-H...O interactions in templating |
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Authors: | Hansen Feeder Hamilton Gunter Becher Sanders |
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Institution: | University Chemical Laboratory, University of Cambridge, UK. |
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Abstract: | reaction: see text] A series of diimide-based macrocycles have been prepared using Mitsunobu-mediated alkylation as the macrocyclization step. These macrocycles could not be incorporated into 2]catenanes using previously established building blocks and coupling methodology. However, when one of the macrocycle syntheses was conducted in the presence of a dinaphtho crown ether, catenane formation was achieved. This result is discussed in terms of the ability of the components to establish intermolecular C-H...O hydrogen-bonding contacts. |
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