The reaction of 4-substituted benzenediazonium tetrafluoroborates with 3-amino-1-phenylbut-2-en-1-one, 4-amino-4-phenylbut-3-en-2-one and their N-aryl derivatives 1a-1g has been used to prepare the respective azo coupling products i.e. compounds 2-5 from enaminone 1a, compounds 6-9 from enaminone 1c, compound 10 from enaminone 1d, compound 11 from enaminone 1e, compounds 12, 13 from enaminone 1f, compounds 14, 15 from enaminone 1b and compound 16 from enaminone 1g. Tautomerism of the azo coupling products prepared has been investigated in CDCl3 solutions by means of H-1, C-13 and N-15 NMR spectra. Crystal structures of selected products have also been investigated by means of X-ray diffraction.
Solution and solid state structure and tautomerism of azo coupled enaminone derivatives of benzoylacetone
BERTOLASI, Valerio;
2005
Abstract
The reaction of 4-substituted benzenediazonium tetrafluoroborates with 3-amino-1-phenylbut-2-en-1-one, 4-amino-4-phenylbut-3-en-2-one and their N-aryl derivatives 1a-1g has been used to prepare the respective azo coupling products i.e. compounds 2-5 from enaminone 1a, compounds 6-9 from enaminone 1c, compound 10 from enaminone 1d, compound 11 from enaminone 1e, compounds 12, 13 from enaminone 1f, compounds 14, 15 from enaminone 1b and compound 16 from enaminone 1g. Tautomerism of the azo coupling products prepared has been investigated in CDCl3 solutions by means of H-1, C-13 and N-15 NMR spectra. Crystal structures of selected products have also been investigated by means of X-ray diffraction.I documenti in SFERA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
