37. P. Müller, J. Pfyffer, E. Wentrup-Byrne, U. Burger,
    “Chemistry of Benzocyclopropenes. ¹H- and ¹³C-NMR. Spectra of 2, 5-dideuterio-1-fluorobenzocyclopropenium ion”
    Helv. Chim. Acta 1978, 61, 2081-2087.

Preparation of 1, 1-difluorobenzocyclopropene (4) and of its 2, 5- and 3, 4-dideuterio derivatives 4a and 4b is reported. Upon ionization in cold fluorosulfonic acid, 4 affords 1-fluorobenzocyclopropenium ion (6). ¹H- and ¹³C-NMR. spectra of 4 and 6 are assigned on the basis of the data for the specifically deuteriumlabelled compounds 4a and 6a. Hydrolysis of 6a leads to 2, 5-dideuteriobenzoic acid (7a).

DOI : 10.1002/hlca.19780610614 

archive ouverte unige:159235