Direct Olefination of Fluorinated Quinoxalines  via  Cross‐ Dehydrogenative Coupling Reactions: A New Near‐Infrared Probe for Mitochondria | Zendy

Zhang Zeyuan | Zendy; Zheng Yiwen | Zendy; Sun Zuobang | Zendy; Dai Zhen | Zendy; Tang Ziqiang | Zendy; Ma Jiangshan | Zendy; Ma Chen | Zendy

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Direct Olefination of Fluorinated Quinoxalines via Cross‐ Dehydrogenative Coupling Reactions: A New Near‐Infrared Probe for Mitochondria

Author(s) -

Zhang Zeyuan,

Zheng Yiwen,

Sun Zuobang,

Dai Zhen,

Tang Ziqiang,

Ma Jiangshan,

Ma Chen

Publication year - 2017

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201700237

Subject(s) - chemistry , quinoxaline , dichloromethane , photochemistry , fluorescence , infrared , palladium , catalysis , organic chemistry , physics , quantum mechanics , solvent , optics

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 near‐infrared fluorescent probes for mitochondria.

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