Solid-phase organic synthesis of 2-tridecanyl-1,4-naphthoquinone and 2-tridecanyl-1,4-naphthodiol that form redox-active micelles and vesicles

• We report high purity adducts by using solid supported Fischer carbenes complexes.
• Microwave-assisted Dötz benzannulation was key for the completion of the synthesis.
• This new approach allows the easy access to amphiphilic molecules.
• The new molecules presented a remarkable quasi-reversible redox potential.
• These naphthoquinone derivatives self-assemble into micelles or vesicles.

The solid-phase synthesis of new amphiphilic compounds is reported. It is based on a newly designed 1,4-naphthoquinone derivative that contains polar and nonpolar groups and self-assembles into micelles or vesicles in water depending on the concentration. They also display redox-active properties.

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