Journal of Organic Chemistry p. 5750 - 5756 (1990)
Update date:2022-07-29
Topics:
Gouygou, Maryse
Tachon, Christine
Koenig, Max
Dubourg, Antoine
Declercq, Jean-Paul
et al.
The structure of the functionalized trans-diphosphiranes 1a-e, obtained by reaction of halogenocarbenes with the trans-diphosphene is confirmed by X-ray diffraction.The photolysis of 1a-e lead to the functionalized cis- and trans-1,3-diphosphapropenes 2a-e as major products, via the diphosphiranyl 7 and the diphosphapropenyl 8 radical intermediates.The latter are characterized by ESR spectroscopy using the spin-trap method.The trans configuration of 2a is also confirmed by X-ray diffraction.The mechanism of the ring-opening, involving P-P bond rupture, is discussed.
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