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The reaction of phenylphosphine (PhPH2) with ketones showed conversion into a 5-membered heterocyclic ring of the type P2SOC if 2–2.5 equivalents of sulfur (S8) were used. X-Ray data and31P,13C,1H NMR spectra proved the formation of the (Z) diastereomer of 1,3,2,4-oxathiadiphospholane1((PhPS)2SOCMe2) if acetone is used. Mechanistic studies displayed that small changes in the reaction pathway lead toward the formation and characterization of intermediates including 1,3,2,4,5-dithiatriphospholane, 2,4,5-triphenyl-2-sulfide (PhP)3S3and 1,3,2,4-oxathiadiphospholane, and 5,5-dimethyl-2,4-diphenyl-2-sulfide ((PhPS)(PhP)SOCMe2), which undergo reactions with acetone, subsequently yielding the abovementioned heterocyclic ring. [ABSTRACT FROM PUBLISHER]

The reaction of 1,1,2,2,3,3,4-hepta-tbutyl-1-(chloromagnesio)tetrastannacyclobutane with 1,2-halogenopropane leading to halogeno substituted four membered tin ring systems is presented. In addition, the crystal structures of the chloro and the bromo substituted tetrastannacyclobutanes will be discussed. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. GRAPHICAL ABSTRACT [image omitted] [ABSTRACT FROM AUTHOR]