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Chemistry of Benzocyclopropenes. 1 H‐and 13 C‐NMR. Spectra of 2, 5‐dideuterio‐1‐fluorobenzocyclopropenium ion
Author(s) -
Müller Paul,
Pfyffer Jean,
WentrupByrne Edeline,
Burger Ulrich
Publication year - 1978
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19780610614
Subject(s) - chemistry , nmr spectra database , ion , hydrolysis , spectral line , mass spectrum , nuclear magnetic resonance spectroscopy , ionization , organic chemistry , physics , astronomy
Abstract 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) . 1 H‐ and 13 C‐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) .