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Transformation of 6′‐aminosubstituted spironaphthoxazines induced by Pb(II) and Eu(III) cations
Author(s) -
Fedorova Olga A.,
Koshkin Alexander V.,
Gromov Sergey P.,
Strokach Yuri P.,
Valova Tatjana M.,
Alfimov Michael V.,
Feofanov Alexei V.,
Alaverdian Iouri S.,
Lokshin Vladimir A.,
Samat Andre
Publication year - 2005
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.890
Subject(s) - chemistry , merocyanine , morpholine , oxazole , raman spectroscopy , photochemistry , conjugated system , lanthanide , resonance raman spectroscopy , stereochemistry , medicinal chemistry , organic chemistry , photochromism , polymer , ion , physics , optics
The transformation of spiroindolinonaphth[2,1‐ b ][1,4]oxazines (SNOs) conjugated with aza‐15(18)‐crown‐5(6) ether moieties or morpholine in the presence of Pb 2+ or lanthanoid cations in MeCN solution was studied by UV–Vis, NMR and surface‐enhanced resonance Raman scattering spectroscopy methods. The Pb 2+ or Eu 3+ cations induce the formation of the betaine merocyanine form of SNO. When the merocyanine complexes are kept in the dark, the corresponding oxazole derivatives are formed irreversibly and regioselectively. Copyright © 2005 John Wiley & Sons, Ltd.