A novel fluorescence %26quot;on-off-on%26quot; chemosensor for Hg2+ via a water-assistant blocking heavy atom effect

作者:Wu Chong; Zhao Jiang Lin; Jiang Xue Kai; Wang Chuan Zeng; Ni Xin Long; Zeng Xi; Redshaw Carl; Yamato Takehiko
来源:Dalton Transactions, 2016, 45(38): 14948-14953.
DOI:10.1039/c6dt02274j

摘要

Upper rim pyrene-functionalized hexahomotrioxacalix[3] arene L was synthesized via Click chemistry, and its fluorescence behaviors toward several common metal cations were investigated. L exhibited a significant fluorescence quenching response to Hg2+ in CH3CN solution, which was unaffected by the coexistence of other competitive metal cations. Thus, L can be utilized as a highly selective and sensitive fluorescent chemosensor for Hg2+ with a detection limit in the nM level. Interestingly, the quenched fluorescence emission can be successfully revived upon the addition of water. In this process, the heavy atom effect of Hg2+ can be blocked by further coordination of a water molecule and resulted in the revival of the fluorescence emission of L/Hg2+ complex. Particularly, other polar solvents such as CH3OH and CH3CH2OH also have the ability to revive the fluorescence emission of the L/Hg2+ complex, but on a much smaller scale than observed for H2O. The heavy atom effect and blocking thereof were demonstrated within the same system by the use of a C-3-symmetric homooxacalix[3] arene scaffold. The present studies provided further evidence for the blocking heavy atom effect.