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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 16, 1986 - Issue 13
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Original Articles

A New Reagent for the Generation of Tetramethylcyclobutadiene Under Thermal or Photochemical Conditions

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Pages 1627-1634 | Published online: 05 Dec 2006

References

  • Koster , J. B. , Timmermans , G. J. and van Bekkum , H. 1971 . Synthesis , 139
  • Pitt , I. G. , Russell , R. A. and Warrener , R. N. 1984 . J. Chem. Soc., Chem. Commun. , 1464
  • This compound readily undergoes thermal isomerisation (t0.5 = 44 min., 30°C) to the aromatic phthalimide, but can be isolated by centrifugal layer chromatography (silica, 5% ethyl acetate, hexane). 1H NMR (CDCl3) δ 1.42, s, 6H, CH3; 1.62, s, 6H,CH3; 2.91, s, 3H, NCH3)
  • Denis , J. M. , Girard , C. and Conia , J. M. 1972 . Synthesis , 549
  • These assignments are not firm, being assigned on the basis of chemical shift data alone

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