Abstract
Covalently linked multiple calixarenes are valued in supramolecular chemistry. This work reports an easy and versatile synthetic route to covalently linked double and triple calix[4]arene and calix[6]arenes by a novel DMF-controlled selective alkylation of a convenient and readily available upper-rim dimethylaminomethyl-substituted tetrahydroxy and hexahydroxy calix[4]arene and -[6]arenes. Synthetic routes to upper-rim functionalised redox active disulfide-linked double-, tetra- and peptidohybrid-calixarenes employing either redox chemistry (CH2SH) or thiolates (CH2S−) are also opened up from the same key starting material.
Original language | English |
---|---|
Pages (from-to) | 19089-19097 |
Number of pages | 9 |
Journal | Chemistry - A European Journal |
Volume | 24 |
Issue number | 71 |
Early online date | 26 Nov 2018 |
DOIs | |
Publication status | Published - 17 Dec 2018 |
Funding
The authors acknowledge financial support from the EU Inter-reg IV Manche/Channel cross-border projects IS:CE-chem (4061) and AIcc (4196) and the EPSRC Mass Spectrometry Service at the University of Swansea for HRMS measurements and for their help and advice.
Keywords
- amino acids
- calixarenes
- multi-calixarenes
- peptidocalixarene
- selective alkylation
- supramolecular chemistry
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry