THE SYNTHESIS OF SULFINYLPHTHALIMIDES AND THEIR REACTIONS WITH SOME NUCLEOPHILES IN DIOXANE

Bozkurt Y. S., Kütük H.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, cilt.186, sa.11, ss.2250-2257, 2011 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 186 Sayı: 11
  • Basım Tarihi: 2011
  • Doi Numarası: 10.1080/10426507.2011.561457
  • Dergi Adı: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.2250-2257
  • Anahtar Kelimeler: Arylsulfinylphthalimides, substituent effect, activation entropy, solvent effect, S(N)2, SULFUR, SUBSTITUTION, HYDROLYZES
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

In this study, some N-(p-substituted-arylsulfinyl)phthalimides (1a-1e) were synthesized. The synthesized compounds were examined with respect to their substitution reactions with sodium ethoxide, sodium methoxide, methylamine, and t-butylamine in dioxane. The sub-stituent effect was investigated at 30.0 +/- 0.1 degrees C. The activation entropy was also studied, and negative Delta S-not equal values were obtained. Configuration inversions were observed in the substitution reactions. This result is in conformity with the S(N)2 mechanism.