Two superaromatic terpyridine ligands (1 and 2) incorporating a corannulene unit at the 4'-position are reported. The optical and metal sensing properties of both ligands were investigated by the naked eye, and UV-vis and fluorescence spectroscopy in this work. In 1, the corannulene motif is directly connected to the 4'-phenylterpyridine domain, while in 2, the corannulene motif and the 4'-phenylterpyridine domain are separated by an acetylene linker. Both 1 and 2 can work as chemosensors for metal ions and display different optical responses to various metal ions. It is shown that both ligands exhibit a colorimetric sensing ability for Fe(2+) through an obvious color change from colorless to magenta, and this color change can be observed easily by the naked eye. The addition of Fe(2+) also leads to significant changes in the absorption spectra of the ligands. A characteristic red shift in the emission spectra is observed in the presence of Zn(2+), which facilitates the discrimination of Zn(2+) from other metal ions. In addition, density functional theory (DFT) and time-dependent-density functional theory (TD-DFT) calculations were performed and shown to be consistent with the observed experimental results.
Combined with Cu(II) acetate, novel BINOL‐derived chiral tertiary amine ligands are developed as catalysts for the asymmetric Henry reaction of aromatic, heteroaromatic, and aliphatic aldehyde substrates.
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