Journal
ORGANIC LETTERS
Volume 16, Issue 1, Pages 138-141Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol403133b
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Funding
- Czech Science Foundation [P207/12/2027]
- Praemium Academiae of the Academy of Sciences of the Czech Republic
- Specific University Research (MSMT) [20/2013]
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A mercuration reaction of tetrapropoxycalix[4]arene immobilized in the cone conformation gave a mixture of two dimercurated products (meta,meta and meta,para) in approximately a 1:1 ratio. Both regioisomers represent inherently chiral compounds, which makes them very attractive for design of novel receptors. As demonstrated by Pd-catalyzed arylation, the different reactivity of HgCl functions in the meta,para-disubstituted isomer opens the door for regioselective introductions of two different functional groups to achieve a substitution pattern so far unknown in calixarene chemistry.
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