Synthesis and Theoretical Study of 4-Acetyl-5-(2-Naphtyl)-2,3-dihydro-2,3-Furandione with Some Nitrogenous Nucleophiles


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SARAÇOĞLU M., Kandemirli F., Özalp A., KÖKBUDAK Z.

Fifth Bozok Science Workshop (BSW2016), Yozgat, Turkey, 28 - 29 April 2016, vol.12, no.2, pp.24-25

  • Publication Type: Conference Paper / Summary Text
  • Volume: 12
  • City: Yozgat
  • Country: Turkey
  • Page Numbers: pp.24-25
  • Erciyes University Affiliated: Yes

Abstract

The 2,4-dioxopentanoic acid derivatives (3d-f) were obtained from the reaction of 4- acetyl-5-(1-naphthyl)furan-2,3-dione (1) with various nitrogenous nucleophiles (2d-f). The structures of these newly synthesized compounds (3d-f) were determined from the FT-IR, 1H and 13C NMR spectroscopic data and elemental analyses. Theoretical Study of derivatives of (3Z)-3-{2-naphthyl[2- (4-nitrophenyl)hydrazino]methylene}-2,4-dioxopentanoic acid (3d-f) were carried out by using DFT/B3LYP method with basis set of the 6-311G(d,p) in order to find molecular properties by Gaussian 03 program [1](see Schemes 1and 2). According to EHOMO and softness values; electronic give trends for investigated molecules can be written as: 3f>3d>3e.The EHOMO and EHOMO energy gap of a measure of stability. Additionally, according to EHOMO and EHOMO energy gap; stability give trends for investigated molecules can be written as: 3e>3d>3f.