Journal
CHEMICAL SCIENCE
Volume 10, Issue 15, Pages 4163-4168Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9sc00264b
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Funding
- National Natural Science Foundation of China (NSFC) [11404219, 61805118]
- Shenzhen Basic Research Project of Science and Technology [JCYJ20170302142433007]
- Natural Science Foundation of Guangdong Province [2018A030310637]
- Natural Science Foundation of Jiangsu Province of China [BK20171020]
- China Postdoctoral Science Foundation [2017M621733, 2018T110488]
- open research fund of the Key Laboratory for Organic Electronics and Information Displays
- Instrumental Analysis Center of Shenzhen University (Xili Campus)
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A new family of water-soluble chiral tetrazine derivatives 1 and 2 is reported. Spectroscopic studies reveal that the derivatives violate Kasha's rule and emit from their upper-excited states (S-n, n > 1). The transition assignments are supported by time-dependent density functional theory calculations. More importantly, both chromophores exhibit anisotropy factors on the order of similar to 10(-3) to 10(-4) for circular dichroism and circularly polarized luminescence (CPL) from upper-excited states. Additionally, the nonplanar geometry of the derivatives induces a significant yield of triplet excited states. Transient absorption spectroscopic measurements reveal high triplet quantum yields of similar to 86% for 1 and similar to 81% for 2. Through in vitro studies, we demonstrate that the derivatives can be used as photodynamic therapy (PDT) agents, providing a highly efficient form of cancer therapy. This study is the first demonstration of simple organic molecules with CPL from upper-excited states and efficient PDT.
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