Distyryl 1,2-Bis(2-pyridylmethoxy) benzene substituted near-infrared BODIPY photosensitizers: synthesis and spectroscopic studies

Abstract

Near-infrared BODIPY photosensitizers with symmetrical 2,6-diiodo 3,5-distyryl 1,2-Bis(2-pyridylmethoxy) benzene were synthesized to study the singlet oxygen (1O2) photosensitizing efficiency as triplet photosensitizer as well as fluorescent sensors for metal cation recognition. Moderate singlet oxygen (1O2) quantum yield (ΦΔ) was obtained for the photosensitizers. Emission intensity of the photosensitizers increased ca. by 1.4-2-fold upon addition of Hg2+ and Fe2+ ions. The discussed results are useful to design near-infrared photosensitizers with long lived triplet excited states for various applications such as PDT, fluorescent bioimaging and sensor materials. Symmetrical 2,6-diiodo 3,5-distyryl 1,2-bis(2-pyridylmethoxy) benzene containing near-infrared (NIR) BODIPY photosensitizers were reported to screen the singlet oxygen (1O2) photosensitizing efficiency as triplet photosensitizer as well as fluorescent sensors for metal cation recognition.