127538-46-9Relevant academic research and scientific papers
STRUCTURE AND TAUTOMERISM OF CYCLOPENTADIENE DERIVATIVES. V. 1,5-SIGMATROPIC MIGRATIONS OF ARYLTHIO GROUPS IN DERIVATIVES OF METHYLTETRAMETHOXYCARBONYLCYCLOPENTADIENE
Mikhailov, I. E.,Minkin, V. I.,Klenkin, A. A.,Dushenko, G. A.,Kompan, O. E.,et al.
, p. 22 - 32 (2007/10/02)
The degenerate (ΔG298 67.3-90.9 kJ/mole) and nondegenerate (ΔG298 100.8-102.5 kJ/mole) migrations of the arylthio groups in the corresponding derivatives of methyltetramethoxycarbonylcyclopentadiene were detected by the dynamic 1H NMR method and investigated.Electron-donating substituents in the aryl ring accelerate and electron-withdrawing substituents retard the 1,5-sigmatropic migrations of the arylthio groups in this system.The structure of 5-(2,4-dinitrophenylthio)-2-methyl-1,3,4,5-tetramethoxycarbonylcyclopentadiene was determined by x-ray crystallography.
