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Thieno[3,2-b]thiophene fused BODIPYs: synthesis, near-infrared luminescence and photosensitive properties

Abstract

The fusion of π-sufficient heteroaryl moieties has proven to be an effective strategy for achieving red shift of the main spectral bands of BODIPY. In this paper, thieno[3,2-b]thiophene-fused BODIPY derivatives 1 and 2 have been designed and characterized with various spectroscopic methods, and their photosensitive properties have also been explored. Both dyes absorb in the near-infrared region with extremely high molar extinction coefficients, due to extention of π-conjugation by fusion of thieno[3,2-b]thiophene moiety. Their fluorescent quantum yield and singlet oxygen generation properties are significantly affected by iodine substitutions, dye 2 displays moderate singlet oxygen generation value of 0.32, providing it as a potential NIR photosensitizer for photodynamic therapy of cancer in future research.

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Publication details

The article was received on 06 Jan 2019, accepted on 14 Mar 2019 and first published on 15 Mar 2019


Article type: Paper
DOI: 10.1039/C9OB00030E
Citation: Org. Biomol. Chem., 2019, Accepted Manuscript

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    Thieno[3,2-b]thiophene fused BODIPYs: synthesis, near-infrared luminescence and photosensitive properties

    Y. Sun, Z. Qu, Z. Zhou, L. Gai and H. Lu, Org. Biomol. Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9OB00030E

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