ISSN:
0570-0833
Keywords:
Tetrachloromethane
;
Phosphanes
;
Chlorination
;
Dehydration
;
Synthetic methods
;
Phosphorus-nitrogen compounds
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
In this review the processes occurring on the treatment of triphenylphosphane with tetrachloromethane are first reported; a key role is played here by (trichloromethyl)phosphonium chloride which reacts with a further amount of the phosphane to give the stable salt [chloro(triphenylphos-phoranediyl)methyl]triphenylphosphonium chloride by way of dichlorophosphorane and (dichloromethylene)phosphorane that is detectable only as an intermediate. The preparative application of the two-component system as a chlorinating, dehydrating, and P - N-linking reagent is ascribable to “phosphorylation”Here and below, “phosphorylation” is used lo mean in general the formation of a phosphorus derivative. In the narrower sense this term denotes the introduction of phosphoryl groups P(O). of the substrate in question through several reactive species. In these applications the reactions with the substrate compete with reactions of the two-component system with itself, so that the overall course of the reaction is in nearly all cases much more complex than was previously assumed. Nevertheless. very good results can be achieved by the use of this reagent, high yields and mild reaction conditions being characteristic.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/anie.197508011
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