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Micellar catalysis enables carrying out Suzuki–Miyaura couplings in water under exceptionally mild conditions. Extension of such a protocol to the sustainable synthesis of highly conjugated, poorly soluble materials like [1]benzothieno[3,2-b][1]benzothiophene (BTBT) requires redesigning of the surfactants employed. The here reported new naphthalenediimide containing amphiphilic derivative, PiNap-750M, features unprecedented performances in the preparation of this and other relevant classes of organic semiconductors in water and at room temperature. [ABSTRACT FROM AUTHOR]