1974
DOI: 10.1016/s0040-4039(01)82271-1
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Acylotropic tautomerism. Exceptionally rapid and reversible migrations of acyl groups in tropolone derivates.

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Cited by 11 publications
(3 citation statements)
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“…In full accordance with expectations based on stereochemical preperties of the tropolone derivatives, the most mobile acylotropic systems of those known at the present time, with a frequency of acyl migrations of up to 10 6 secl and higher, even at room temperature, were indeed found in this series of compounds [68,[108][109][110][111][112].…”
Section: Tautomerism Of 2-acyloxytroponessupporting
confidence: 90%
See 1 more Smart Citation
“…In full accordance with expectations based on stereochemical preperties of the tropolone derivatives, the most mobile acylotropic systems of those known at the present time, with a frequency of acyl migrations of up to 10 6 secl and higher, even at room temperature, were indeed found in this series of compounds [68,[108][109][110][111][112].…”
Section: Tautomerism Of 2-acyloxytroponessupporting
confidence: 90%
“…The most complete information on the stereodynamic processes preceding the acyl migration LVa ..... LVb has been derived by studying the temperature-variable IH-NMR spectra of 2-acyloxy-3,7-dibenzyltropones (Rl = R3 = CH 2 Ph, R2 = H) [109,112]. The observation of diastereotopy of both methylene groups in the IH-NMR spectra of these compounds at low temperatures has made it possible to carry out -using a computer simulation of their spectra -an evaluation of the stereodynamic processes associated with rotations about all single bonds in the acyloxy moiety.…”
Section: Lva Lve Lvbmentioning
confidence: 99%
“…The nonaveraging spectrum can be recorded below -60°C for which the correct line assignment was published in a previous paper in this series (36). A similar exchange process has been observed in substituted tropolone acetates such as 3,7-dibenzyltropolone acetate for which AG* was found to be 8 kcallmol (4).…”
supporting
confidence: 72%