Collect. Czech. Chem. Commun. 2002, 67, 1479-1485
https://doi.org/10.1135/cccc20021479

Convenient Preparation of 2-Phenylethyl 3,3-Difluoro-2-methylpropionate

Takashi Yamazakia,*, Tatsuro Ichigeb and Tomoya Kitazumeb

a Department of Applied Chemistry, Tokyo University of Agriculture and Technology, 2-24-16 Nakamachi, Koganei 184-8588, Japan
b Department of Bioengineering, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8501, Japan

References

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11. Ab initio (HF/6-311±G**) calculation of acrylaldehyde and its 3,3-difluorinated analogue indicated that the electrostatic environment around the terminal carbon at position 3 was extraordinarily different. The former possessed the negative charge of –0.257 but the introduction of two fluorine atoms in the latter changed it to the positive charge of 0.956. If this is the case, it is quite natural to consider that C3 of the latter should be more sensitive to nucleophilic species.
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