Tautomers and conformers of malonamide, NH2-C(O)-CH2-C(O)-NH2:: vibrational analysis, NMR spectra and ab initio calculations

被引:19
作者
Schiavoni, MM
Mack, HG
Ulic, SE
Della Védova, CO
机构
[1] Natl Univ La Plata, Fac Ciencias Exactas, CEQUINOR, RA-1900 La Plata, Argentina
[2] Natl Univ La Plata, Fac Ciencias Exactas, Dept Quim, LADECOR, RA-1900 La Plata, Argentina
[3] Univ Tubingen, Inst Theoret & Phys Chem, D-72076 Tubingen, Germany
[4] Univ Nacl Lujan, Dept Ciencias Basicas, Lujan, Argentina
[5] Natl Univ La Plata, Fac Ciencias Exactas, Dept Quim, CONICET,CIC,LaSeISiC, RA-1900 La Plata, Argentina
关键词
ab initio calculations; IR/Raman spectroscopy; malonamide; tautomerism;
D O I
10.1016/S1386-1425(99)00276-0
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
The conformational and tautomeric compositions of malonamide, NH2-C(O)-CH2-C(O)-NH2 were determined by vibrational spectroscopy and theoretical calculations (HF/6-31G*, B3PW91/6-31G*). Solid state Fourier transform infrared and Raman spectra were analysed. They reveal the existence of a diketo tautomer. Theoretical calculations predict a diketo structure belonging to the C-1 symmetry group. No enol form is present in the molecule in the solid. C-13-NMR studies show only signals of a diketo tautomer. (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:1533 / 1541
页数:9
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