## Abstract A recent proposal [1] correlating the __Cotton__ effects and dione chirality of various cyclic α‐diketones according to a skewed glyoxal model is held to require revision in the light of overriding evidence from molecular models and the effects expected from substituent chirality contri
The Conformation and Chirality of α-Diketones
✍ Scribed by W. Hug; G. Wagnière
- Publisher
- John Wiley and Sons
- Year
- 1972
- Tongue
- German
- Weight
- 280 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Our deductions of the chirality of α‐diketones from the skewed glyoxal model [2] have recently been questioned [1]. In particular it has been suggested [1] that the longest‐wave‐length Cotton effect is not determined by the chirality of the chromophore, but rather by contributions from substituents. Arguments against this view are given here and it is concluded that the skewed glyoxal model is still the best starting point for discussion of the optical activity of α‐diketones. To settle the question unambiguously, further spectroscopic data are necessary, however.
📜 SIMILAR VOLUMES
Available literature data about keto-enol equilibrium in b-diketones with different substituents in b-positions (R1C(O)-CH 2 -C(O)R2) has been analyzed. It was concluded that substituents from group I (R = H, CH 3 , CF 3 , C(CH3) 3 ) strongly favour the enol tautomer, whereas substituents from group