Copper naphthoporphyrin showing enhanced water-solubility by nano-encapsulation and efficient photoacoustic response

ABSTRACT Here, we report the facile synthesis of Cu(II) tetraaryl-tetranaphtoporphyrin CuTNP showing an extremely sharp, intense Q band above 700 nm via retro-Diels-Alder approach. The highly saddled structure of CuTNP was confirmed using X-ray single-crystal diffraction. The optical and magnetic properties of CuTNP, as well as its excellent reversible redox behaviours, were thoroughly examined both experimentally and theoretically. The water-soluble nanocomposites encapsulating CuTNP by bent amphiphilic molecules were successfully developed, which kept the intense Q band of CuTNP in water. The strong photoacoustic response of CuTNP was detected, suggesting its potential as a photoacoustic imaging agent. This work provides metal-coordinated linearly π-extended porphyrins as potential functional materials for future biomedical applications. Graphical abstract

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