Solvolysis of Ethenoanthracenyl Triflates. Novel Stabilized Cyclic Vinyl Cations

DOI: 10.1021/ja00333a044

Source and publish data:

Journal of the American Chemical Society p. 6372 - 6375 (1984)

Update date:2022-08-02

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Authors:

Ladika, Mladen

Stang, Peter J.

Schiavelli, Melvyn D.

Kowalski, Mark H.

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Article abstract of DOI:10.1021/ja00333a044

The solvolytic behaviot of ethenoanthracenyl (3a) and etheno-9,10-dimethylanthracenyl (3b) triflates was examined.Despite the strain inherent in these systems, 3a reacts 10⁵ times faster than cyclohexenyl triflate and 11 times faster than the unstrained cis-2-butenyl triflate.These results are explained by an unusual aryl stabilization of the incipient vinyl cations.

Full text of DOI:10.1021/ja00333a044

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