Title | Direct Olefination of Fluorinated Quinoxalines via Cross-Dehydrogenative Coupling Reactions: A New Near-Infrared Probe for Mitochondria |
Authors | Zhang, Zeyuan Zheng, Yiwen Sun, Zuobang Dai, Zhen Tang, Ziqiang Ma, Jiangshan Ma, Chen |
Affiliation | Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China. Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China. Chinese Acad Sci, Key Lab Photochem Convers & Optoelect Mat, Tech Inst Phys & Chem, Beijing 100190, Peoples R China. Chinese Acad Sci, Univ Chinese Acad Sci, Beijing 100190, Peoples R China. Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China. Ma, C (reprint author), Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China. |
Keywords | cross-dehydrogenative coupling 1,4-divinylbenzene mitochondrial imaging and tracking near-infrared probe quinoxalines SP(3) C-H SENSITIZED SOLAR-CELLS PYRIDINE N-OXIDES D-PI-A DIRECT ARYLATION ELECTRON-DEFICIENT BIOIMAGING APPLICATIONS ORGANIC SEMICONDUCTORS BORON DIPYRROMETHENES BOND ACTIVATION |
Issue Date | 2017 |
Publisher | ADVANCED SYNTHESIS & CATALYSIS |
Citation | ADVANCED SYNTHESIS & CATALYSIS.2017,359(13),2259-2268. |
Abstract | A large library of 5,8-distyrylquinoxaline fluorophores was synthesized in good-to-excellent yields via a palladium-catalyzed oxidative C-H/C-H cross-coupling of electron-deficient fluorinated quinoxalines with electron-rich styrenes. The resulting quinoxaline fluorophores (Qu-Fluors) exhibited tunable color emissions with the quantum yields of up to 83% and large Stokes shifts of up to 6236 cm(-1) in dichloromethane. The bioimaging performance of the Qu-Fluors was shown to have potential as nearinfrared fluorescent probes for mitochondria. |
URI | http://hdl.handle.net/20.500.11897/472282 |
ISSN | 1615-4150 |
DOI | 10.1002/adsc.201700237 |
Indexed | SCI(E) |
Appears in Collections: | 天然药物与仿生药物国家重点实验室 |