118398-77-9Relevant academic research and scientific papers
1-Halogen-1H-phosphirene aus Phosphaalkinen und Halogencarbenen
Wagner, Oliver,Ehle, Michael,Birkel, Manfred,Hoffmann, Juergen,Regitz, Manfred
, p. 1207 - 1213 (2007/10/02)
Organophosphorus Compounds, 48. - 1-Halogen-1H-phosphirenes from Phosphaalkynes and Chlorocarbenes Halogen-substituted carbenes (7a-i), generated by thermolysis of diazirines (11a-i), add onto phosphaalkynes (8a-c) to form the title compounds (10a-l).Initially formed 2H-phosphirenes (9) could not be detected as their subsequent conversion to the 1H-isomers 10 by a 1,3-halogen shift is very fast.Hydrolysis of 10c,e,g-i and k yields vinylphosphonous acids (17a-e). 1-Chloro-1H-phosphirenes are transformed by nucleophilic substitution into fluoro (10a,c,e --> 19a-c), bromo (10c,e --> 20a,b), and iodo analogs (10c,e --> 21a,b) with the help of silver tetrafluoroborate, trimethylsilyl bromide, and trimethylsilyl iodide, respectively.A crystal structure analysis of 10c is reported.
