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Cubane Electrochemistry: Direct Conversion of Cubane Carboxylic Acids to Alkoxy Cubanes Using the Hofer-Moest Reaction under Flow Conditions.

ABSTRACT: 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.

SUBMITTER: Collin DE

PROVIDER: S-EPMC6973092 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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Cubane Electrochemistry: Direct Conversion of Cubane Carboxylic Acids to Alkoxy Cubanes Using the Hofer-Moest Reaction under Flow Conditions.

Collin Diego E DE Folgueiras-Amador Ana A AA Pletcher Derek D Light Mark E ME Linclau Bruno B Brown Richard C D RCD

Chemistry (Weinheim an der Bergstrasse, Germany) 20191107 2

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. ...[more]

PMID: 31593312

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