Open AccessExperimental and theoretical studies on some new pyrrol‐2,3‐diones formation
Author(s) -
Yildirim Ismail,
Kandemirli Fatma
Publication year - 2004
Publication title -
heteroatom chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.283
H-Index - 42
eISSN - 1098-1071
pISSN - 1042-7163
DOI - 10.1002/hc.10204
Subject(s) - chemistry , heteroatom , transition state , computational chemistry , molecule , ab initio , medicinal chemistry , organic chemistry , catalysis , ring (chemistry)
4‐Benzoyl‐5‐phenyl‐2,3‐furandione ( 1 ) reacts with asymmetric disubstituted urea derivatives like 1,1‐dimethylurea ( 2a ) and 1,1‐diethylurea ( 2b ) by the elimination of a H 2 O molecule to give the 4‐benzoyl‐1‐( N , N ‐dialkylcarbamyl)‐5‐phenyl‐2,3‐pyrroldiones 3a and 3b . The structures of 3a,b were determined by the 13 C NMR, 1 H NMR, IR spectroscopic data and elemental analyses. The electronic structures of the reactants, their transition states, intermediate states, and final products of the reactions were investigated on the basis of AM1 and ab initio (DFT) methods. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 15:9–14, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10204