H. S. Prakash Rao, Avinash Desai
Nov 24, 2014
Citations
0
Influential Citations
8
Citations
Journal
RSC Advances
Abstract
The synthesis and evaluation of the photochromic properties of 3-acylcoumarins are very important as they exhibit selective sensing properties. We found that InCl3 efficiently catalyzes the condensation of 2-hydroxybenzaldehydes and β-keto esters to provide near quantitative yields of 3-acylcoumarins. The 3-(phenylsulfanyl/phenylsulfinyl/phenylsufonyl)propanoyl coumarins with an electron-donating NMe2 group at the C7 position were prepared to evaluate the influence of sulfur on the emission and acetate ion sensing properties. Our studies revealed that 7-(diethylamino)-3-(3-(phenylsulfanyl/phenylsulfinyl/phenylsufonyl)propanoyl)-2H-chromen-2-one exhibits excellent fluorescence emission in hexane and ethyl acetate (Φ ≈ 80%). The 3-acylcoumarin with sulfone in the C3-acyl side-chain detects acetate anions selectively and this property can be conveniently followed by fluorescence emission spectroscopy.