Difluorovinylidene, F2C=C

Breidung, Jürgen; Bürger, Hans; Kötting, Carsten; Kopitzky, Rodion; Sander, Wolfram; Senzlober, Michael; Thiel, Walter; Willner, Helge

doi:10.1002/anie.199719831

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Difluorovinylidene, F₂C=C

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Breidung, J., Bürger, H., Kötting, C., Kopitzky, R., Sander, W., Senzlober, M., et al. (1997). Difluorovinylidene, F₂C=C. Angewandte Chemie, International Edition in English, 36(18), 1983-1985. doi:10.1002/anie.199719831.

Cite as: http://hdl.handle.net/11858/00-001M-0000-0024-6588-D

Abstract

An alkyne–vinylidene isomerization is also possible with the difluoro compounds 1 and 2! Irradiation of 2 (λ = 193 nm) in an Ar matrix yields 1 exclusively. The IR spectrum agrees with results of novel abinitio calculations, which also suggest that 1—in sharp contrast to the vinylidenes RHC=C—is protected against isomerization into 2 by a kinetic barrier. Irradiation with light with λ > 230nm converts 1 back into 2. Already at 35–42 K 1 adds CO and N₂ to yields F₂CCCO and F₂CCNN, respectively.