Bew, Sean P., Stephenson, G. Richard, Horil Roy, Deeptee, Gardiner, William and Martinez Lozano, Luis (2025) Mechanochemical Route to Upper Rim Tetrafunctionalised Prochiral and Inherently Chiral Calix[4]arenes.
Full text not available from this repository. (Request a copy)Abstract
The application of an experimentally straightforward synthesis of upper rim tetrafunctionalised prochiral ABAB (AB ≠ H), ABBB (AB ≠ H), ABCB (ABC ≠ H) and inherently chiral, racemic calix[4]arenes (ABCD ≠ H) calix[4]arenes using a pestle and mortar as the ‘reaction flask'. These, till now, difficult-to-source modalities are generated via a combination of mechanochemistry, Cannizzaro and Suzuki-Miyaura or Sonogashira couplings which transform a simple to synthesise calix[4]arene starting material into structure and function diverse prochiral (i.e. ABCB) and racemic, inherently chiral ABCD cone-confined calix[4]arenes. Exploiting this methodology and filling an important ‘gap' in calix[4]arene chemistry, we report the first examples of ABCD calix[4]arenes appended with four different C-substituents (i.e. ABCD ≠ H) on the upper rim.
Item Type: | Article |
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Uncontrolled Keywords: | calixarene,inherent chirality,mechanochemistry,transition metal catalysis,redox chemistry |
Faculty \ School: | Faculty of Science > School of Chemistry, Pharmacy and Pharmacology Faculty of Science > School of Chemistry (former - to 2024) |
UEA Research Groups: | Faculty of Science > Research Groups > Chemistry of Materials and Catalysis |
Depositing User: | LivePure Connector |
Date Deposited: | 10 Jul 2025 14:30 |
Last Modified: | 10 Jul 2025 14:30 |
URI: | https://ueaeprints.uea.ac.uk/id/eprint/99880 |
DOI: | 10.26434/chemrxiv-2025-nzqg3 |
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