文献类型：期刊文献

英文题名：Coumarin Photocaging Groups Modified with an Electron-Rich Styryl Moiety at the 3-Position: Long-Wavelength Excitation, Rapid Photolysis, and Photobleaching

作者：Lin, Qiuning[1];Yang, Lipeng[1];Wang, Zhiqiang[1];Hua, Yujie[1];Zhang, Dasheng[1];Bao, Bingkun[1];Bao, Chunyan[1];Gong, Xueqing[1];Zhu, Linyong[1]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2018

卷号：57

期号：14

起止页码：3722

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20181004852037);WOS:【SCI-EXPANDED(收录号:WOS:000428350100032)】；

基金：This work was financially supported by the National Natural Science Foundation of China (21425311 and 21774030).

语种：英文

外文关键词：photochemistry; photolysis; protecting groups; reaction mechanisms; UV; vis spectroscopy

摘要：A new class of coumarin photocaging groups modified with an electron-rich styryl moiety at the 3-position was constructed. The large -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.