We have previously reported supramolecular host-guest complexes based on cucurbit[8]uril (CB[8]) and a water-soluble fluorescent perylene monoimide (PMI). The fluorescence emission enhanced about 19-fold upon binding to CB[8] with a moderate binding affinity (Ka≈1.3 x 104 M-1). In this presentation, we report the design and synthesis of a series of phenylalkyl quaternized Perylenemonoimides (PQPMIs) that can form much stronger host-guest complexes with (CB[8]) through hydrophobic interactions and electrostatic interactions. The binding affinity enhanced as high as 200 times compared to that of PMI-CB[8] complexes. PQPMIs exhibit a fluorescence blue shifted turn-on response upon binding with CB[8]. We have proved that these new designed fluorescent complexes are capable of a fast detection of different target molecules of interest.

Strong fluorescent host-guest complexes based on cucurbit[8]uril and phenylalkyl quaternized perylenemonoimides

253rd National Meeting (2017)

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