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

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