Donor (HO-) and Acceptor (Nitro-) Substituted BODIPY as a Solvent Turn-on Fluorescence Dye

Robertson Akrofi,^a Suci Meng,^a,b Xinyi Dong,^a Qiuyun Chen,^a@1 Laihai Huang,^a Yuanyuan Fang,^a Lingling Qu,^a and Xu Liang^a@2

^aSchool of the Environment and Safety Engineering, School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, P. R. China

^bInstitute of Theoretical and Computational Chemistry, Key Laboratory of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China

^@¹Corresponding author E-mail: chenqy@ujs.edu.cn

^@²Corresponding author E-mail: Liangxu@ujs.edu.cn

DOI: 10.6060/mhc200606c
Macroheterocycles 2020 13 (3) 240-247

A new BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) was synthesized and investigated for photophysical and chemical properties based on donor-photoinduced electron transfer (d-PET) inhibition. Its sensing detection mechanism has been fluorescence turn-on involving d-PET blocking which was in-depth investigated by spectroscopy and electrochemistry, as well as by TD-DFT calculation. Strategically, d-PET was blocked by H-bonding from ethyl acetate and self-assembly of BDPPHOH via HO- and NO₂-fragments in BDPPhOH.

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Donor (HO-) and Acceptor (Nitro-) Substituted BODIPY as a Solvent Turn-on Fluorescence Dye

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