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Cyclopropane and Cyclobutane Derivatives by Rearrangement of Unsaturated Compounds

✍ Scribed by M. Hanack

Publisher
John Wiley and Sons
Year
1965
Tongue
English
Weight
227 KB
Volume
4
Category
Article
ISSN
0044-8249

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✦ Synopsis

a-Halogenated amines are formed by cleavage of aminals with acid halides. Analogously, N,N,N',N'-tetraalkylmethylenediamines react with sulfonic anhydrides t o yield dialkylmethyleneimonium sulfonates and dialkylsulfonamides. Tetraethyl pyrophosphate reacts with aminals or a-dialkylamino ethers to produce carbimonium salts of diethylphosphoric acid and phosphoric ester amide or triester. The carbimonium salts of diethylphosphorous acid, formed from tetraethyl pyrophosphite, undergo a Michaelis-Arbusow rearrangement, whereby dialkylaminomethylphosphonic esters can be isolated. If mixed anhydrides are used for the cleavage reaction, the imonium salt of the stronger acid present in the anhydride is formed, together with the amide or ester of the weaker acid. R N -C H 2-N,

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## Abstract The ^13^C NMR data of an appreciable number of cyclopropane derivatives have been collected. Most of the spectra were recorded by ourselvesand some were taken from the Literature. With a view to furthering the useof ^13^C NMR spectroscopy as a diagnostic tool in this field, we havemeasu