One-pot synthesis and fluorescent property of novel syringaldehyde α-aminophosphonate derivatives

Abstract

Seven novel syringaldehyde α-aminophosphonate derivatives (1–7) were synthesized based on syringaldehyde together with different aryl amines and diethyl phosphite in a one-pot, solvent free, and catalyst free reaction. All of the obtained compounds were characterized by analysis of their ¹H NMR and ¹³C NMR, IR spectra, and FT mass spectra. The UV and fluorescence emission spectra of 1–7 were investigated in the concentration range of 0.1–250 μM. As the results, the maximum emission wavelength of 1–7 was observed between 600 and 700 nm under the exciting wavelength of 250 nm for 1–5 and 300 nm for 6 and 7. The emission intensity is the strongest at a concentration of 60 μM for 2, 3, and 5–7, 30 μM for 1, and 0.1 μM for 4.

Graphical Abstract

Keywords:

• Aminophosphonates
• synthesis
• one-pot Kabachnik-Fields
• fluorescence

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This work was supported by Basic Scientific Research Project Fund of Heilongjiang Province Education Department under Grant (LTSW201736).