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Cubane Electrochemistry: Direct Conversion of Cubane Carboxylic Acids to Alkoxy Cubanes Using the Hofer–Moest Reaction under Flow Conditions
Author(s) -
Collin Diego E.,
FolgueirasAmador Ana A.,
Pletcher Derek,
Light Mark E.,
Linclau Bruno,
Brown Richard C. D.
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201904479
Subject(s) - cubane , chemistry , electrochemistry , linker , ether , alkoxy group , combinatorial chemistry , organic chemistry , electrode , molecule , alkyl , computer science , operating system
The highly strained cubane system is of great interest as a scaffold and rigid linker in both pharmaceutical and materials chemistry. The first electrochemical functionalisation of cubane by oxidative decarboxylative ether formation (Hofer–Moest reaction) was demonstrated. The mild conditions are compatible with the presence of other oxidisable functional groups, and the use of flow electrochemical conditions allows straightforward upscaling.