International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(11), P. 5606 - 5606
Published: May 21, 2024
The chiral H8-BINOL derivatives R-1 and R-2 were efficiently synthesized via a Suzuki coupling reaction, they can be used as novel dialdehyde fluorescent probes for the enantioselective recognition of R/S-2-amino-1-phenylethanol. In addition, is much more effective than R-2. Scanning electron microscope images X-ray analyses show that form supramolecular vesicles through self-assembly effect π-π force strong hydrogen bonding. As determined analysis, fluorescence probe was significantly enhanced by mixing small amount S-2-amino-1-phenylethanol into R-1, with redshift 38 nm, whereas no significant response observed in R-2-amino-1-phenylethanol. identification further investigated nuclear magnetic titration kinetic experiments DFT calculations. results showed this mechanism not only simple reactive but also realized object an ICT mechanism. intramolecular bond activated carbonyl group on carbon atom became positively charged. nucleophile, amino first transferred electrons to carbocation, resulting nm redshift. Similarly, alone caused severe damage self-assembled vesicle structure molecule itself due its spatial structure, which made highly towards it.
Language: Английский