✦ LIBER ✦
Anomeric effect on kinetic acidity: Examples for the oxygen atom of ethers to accelerate abstraction of an α-hydrogen atom
✍ Scribed by Tohru Sakakibara; Shinji Ito; Hiroshi Ikegawa; Ichiro Matsuo; Akinori Seta
- Publisher
- Elsevier Science
- Year
- 1993
- Tongue
- French
- Weight
- 248 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
In contrat with general observation, two different types of experiments indicate that the abstraction of dydrogen atom of ether having proper conformarion is slightly enhanced by the oxygen atom in line with
our previous AMI calculation.
An electrondonating group such as alkoxy. alkylthio, and amino gmups is generally assumed to suppress the abstraction of a hydrogen atom attached to the same carbon, as exemplified by the polarity alternation rule (PAR).* The acidity of the hydrogen atom at the a-position is surmised to be incmased by the