Alkaline Hydrolysis of 1-Iodomethyl-1,2,5-triphenylphospholium Iodide, a New Route to the 4-Phosphabicyclo[3.1.0]hex-2-ene System
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Alkaline hydrolysis of 1-iodomethyl-1,2,5-triphenylphospholium iodide gives 3,4,5-triphenyl-4-phosphabicyclo[3.1.0]hex-2-ene-4-oxide in very high yield. Three possible mechanisms are discussed and isolation of a key intermediate allows one of these mechanisms to be discarded. Alkaline hydrolysis of 1-allyl-1,2,5-triphenylphospholium bromide in methanol gives 1,2,5-triphenylphosphole and small quantities of a compound C26H27O2P which is an adduct of the original phospholium ion, hydroxide ion, and methanol.
1979 ◽
pp. 1093
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2015 ◽
Vol 36
(6)
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pp. 1563-1568
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2012 ◽
Vol 68
(4)
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pp. o946-o946
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1993 ◽
Vol 115
(14)
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pp. 5953-5956
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