Access to the Syn diastereomers of cryptophane cages using HFIP

Cryptophane cages can adopt either an or configuration that present different recognition properties. While the synthesis of -cryptophanes is well reported, the synthesis of -cryptophanes remains a challenge. Herein, we demonstrate that the use of HFIP as a co-solvent during the second ring closure...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2022-03, Vol.58 (20), p.3330-3333
Main Authors: Della-Negra, Oriane, Cirillo, Yoann, Brotin, Thierry, Dutasta, Jean-Pierre, Saaidi, Pierre-Loic, Chatelet, Bastien, Martinez, Alexandre
Format: Article
Language:English
Subjects:
Cages
Chemical Sciences
Regioselectivity
Synthesis
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Summary:Cryptophane cages can adopt either an or configuration that present different recognition properties. While the synthesis of -cryptophanes is well reported, the synthesis of -cryptophanes remains a challenge. Herein, we demonstrate that the use of HFIP as a co-solvent during the second ring closure reaction significantly affects the regioselectivity, providing easier access to the -cryptophane stereomers.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc06607b