Coumarin Photocaging Groups Modified with an Electron‐Rich Styryl Moiety at the 3‐Position: Long‐Wavelength Excitation,Rapid Photolysis,and Photobleaching |
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Authors: | Dr Qiuning Lin Lipeng Yang Zhiqiang Wang Yujie Hua Dasheng Zhang Bingkun Bao Prof Chunyan Bao Prof Xueqing Gong Prof Linyong Zhu |
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Institution: | Key Laboratory for Advanced Materials, East China University of Science and Technology, Shanghai, China |
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Abstract: | A new class of coumarin photocaging groups modified with an electron‐rich styryl moiety at the 3‐position was constructed. The large π‐conjugated structure and stabilization of the carbocation intermediates by electron donors endowed the new photocaging groups with excellent long‐wavelength absorption, large two‐photon absorption cross‐sections, and high uncaging quantum yields. Moreover, the new photocaging groups displayed unique photobleaching properties after photocleavage as a result of the intramolecular cyclization rearrangement of a carbocation intermediate to form five‐membered ring byproducts and block the styryl conjugation at the 3‐position. These superior properties of the new photocaging groups are extremely beneficial for high‐concentration samples and thick specimens, thus extending the application of photocaging groups in many fields. |
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Keywords: | photochemistry photolysis protecting groups reaction mechanisms UV/vis spectroscopy |
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