## Abstract Longโrange deuterium isotope effects on ^13^C chemical shifts, ^__n__^ฮC(OD), were studied in the intramolecularly hydrogenโbonded purpurogallins (benzotropolones). A very large longโrange isotope effect from the hydrogenbonded 4โOH(D) is observed over six bonds at Cโ7. Further, longโra
Long-range deuterium isotope effects on 13C NMR shifts of intramolecularly hydrogen-bonded 9-hydroxyphenalen-1-ones
โ Scribed by Carin Engdahl; Adolf Gogoll; Ulf Edlund
- Publisher
- John Wiley and Sons
- Year
- 1991
- Tongue
- English
- Weight
- 780 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0749-1581
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โฆ Synopsis
The 'H and "C NMR spectra of 9-bydroxyphenalenone (1) and 9-hydroxy-2-methylpbnalenone (2) have been completely assigned. Primary and secondary deuterium isotope effects were determined in three solvents (chloroform, acetone and dimethyl sulphoxide), including the effect of temperature on t b secondary isotope effects. Both negative and large long-range secondary isotope effects were found for both 1 and 2. The average secondary isotope effects for corresponding carbons follow the same sign and magnitude pattern in both compounds.
๐ SIMILAR VOLUMES
## Abstract A series of intramolecularly hydrogenโbonded enamines, enols and enethiols with ester carbonylic, ketonic carbonylic, thioester carbonylic, nitro and sulphoxide acceptors were investigated to obtain ^13^C chemical shifts and deuterium isotope effects. Results from 33 new compounds and s
17O chemical shifts were measured in 40 enamines activated in the b-position by CxO, COO, NO 2 , SO and groups. Data for the oxygen-containing series of o-hydroxyacyl aromatics are also included for com-SO 2 parison. Intramolecular hydrogen bonding in the enamines is discussed in terms of the accept
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