Synthesis and Downstream Reactions of 2-(Triphenylphosphino)-4,5-dicarbomethoxy-1,3-diselenole Tetrafluoroborate: X-ray Crystal Structure of a Nitroso Derivative of a 2-Ylidene-1,3-diselenole Stabilized by an Intramolecular O.Se Interaction.
The title 1,3-diselenole Wittig reagent 9 has been synthesised by a new, efficient route from readily-available starting materials and reacted with a variety of functionalized aldehydes to form the corresponding 2-ylidene-1,3-diselenones 12 in respectable yields. X-ray analysis of a nitrosated derivative 14e, prepared by the reaction of 12e with isoamyl nitrite, has provided the first direct evidence for the stabilization of such systems by intramolecular oxygen-selenium interactions.
Chesney
Antony
A
Laboratoire de chimie organique structurale, Université Montpellier II (MSTL) 340695 Montpellier Cedex 5, France.
Bryce
Martin R.
MR
Chalton
Michael A.
MA
Batsanov
Andrei S.
AS
Howard
Judith A. K.
JA
Fabre
Jean-Marc
JM
Binet
Laurent
L
Chakroune
Saïd
S