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 

机构地区：[1]State Key Laboratory of Heavy Oil Processing, School of Chemical Engineering, China University of Petroleum, Qingdao, Shandong 266580, China [2]~cience and Techology Bureau of Huangdao, Qingdao, Shandong 266400, China

出　　处：《Chinese Journal of Chemistry》2015年第11期1251-1258,共8页中国化学（英文版）

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）.

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%.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%.

关 键 词：intramolecular charge transfer photoinduced electron transfer BODIPY PHOTOSENSITIZERS photoxidation 

分 类 号：O657.3[理学—分析化学] O641.3[理学—化学]