Rotaxanation as a sequestering template to preclude incidental metal insertion in complex oligochromophores

Ngo, Huynh Thien; Lewis, James E. M.; Payne, Daniel T.; D’Souza, Francis; Hill, Jonathan P.; Ariga, Katsuhiko; Yoshikawa, Genki and Goldup, Stephen M. (2020). Rotaxanation as a sequestering template to preclude incidental metal insertion in complex oligochromophores. Chemical Communications, 56(54) pp. 7447–7450.

DOI: https://doi.org/10.1039/c9cc09681g

Abstract

The high yielding Cu^I-mediated click reaction is an effective procedure for the preparation of oligoporphyrinoid conjugates. However, the Cu^I catalyst leads to the adventitious and usually undesirable insertion of Cu ions into any non-metalated porphyrinoid centers during reaction. Here we report a “sacrificial rotaxane” strategy for the multifunctionalization of porphyrins with free base corroles without incidental copper insertion. This strategy can be considered a general method for implementing Cu^I-mediated click reactions with metal cation sequestration to avoid detrimental effects caused by the presence of copper cations.

Viewing alternatives

Metrics

Item Actions

Export

You can export this page using these formats Digital Object Identifier - DOI

About

• Item ORO ID
• 86853
• Item Type
• Journal Item
• ISSN
• 1359-7345
• Academic Unit or School
• Faculty of Science, Technology, Engineering and Mathematics (STEM) > Life, Health and Chemical Sciences
  Faculty of Science, Technology, Engineering and Mathematics (STEM)
• Depositing User
• ORO Import