Intramolecular Charge Transfer-Enhanced BODIPY Photosensitizer in Photoinduced Electron Transfer and Its Application to Photoxidation under Mild Condition

作     者：Ruiqin Wang Ying Geng Lili Zhang Wenting Wu Weiyu Fan Zhongtao Li Lizhuo Wang Liying Zhan Xueyan Wu Mingbo Wu 

作者机构：State Key Laboratory of Heavy Oil Processing School of Chemical Engineering China University of Petroleum Qingdao Shandong 266580 China ~cience and Techology Bureau of Huangdao Qingdao Shandong 266400 China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2015年第33卷第11期

页      面：1251-1258页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 070304[理学-物理化学(含∶化学物理)] 08[工学] 0817[工学-化学工程与技术] 070302[理学-分析化学] 0703[理学-化学] 

基　　金：We thank the support of National Natural Science Foundation of China (Grant 21302224  51172285  21176259  51303212  51303202)  China Postdoctoral Science Foundation (2014M560590  2015T80758)  Fundamental Research Funds for the Central Universities (15CX05010A)  Shandong Provincial Natural Science Foundation (ZR2013BQ028  ZR2013EMQ013)  Project of Science and Technology Program for Basic Research of Qingdao (14-2-4-47-jch) and the State Key Laboratory of Fine Chemicals (KF 1203) 

主　　题：intramolecular charge transfer photoinduced electron transfer BODIPY photosensitizers photoxidation 

摘      要：Photoinduced electron transfer process is a crucial step in photooxidation to obtain synthetic chemicals. How- ever, the driving forces of electron transfer as priority in all have been rarely studied in stepwise detail. Herein, we report a series of BODIPY derivatives with an emphasis on the intramolecular charge transfer, enhancing the key step of photoinduced electron transfer process and photooxidation performances. A series of novel BODIPY photosensitizers （B-1--B-5） were prepared, wherein diethylamine amino of B-3 as charge injection group was conjugated to the 2,6-diiodo-styryl-BODIPY, and the electron transfer impetus was enhanced 1.6 times due to its more negative redox potentials. These results were also confirmed by the DFT/TDDFT calculation. Without pure oxygen, B-3 still can exhibit an exceptional performance in photoxidative aromatization of 1,4-DHP under mild condition. After irradiation for 28 rain, the conversion rate came to 98.2%.