Linear and branched phospha[n]triangulanes

J.C. Slootweg, F.J.J. De Kanter, M. Schakel, A.W. Ehlers, S.I. Koshushkov, A. de Meijere, M. Lutz, A.L. Spek, K. Lammertsma

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

Novel, highly stable, linear and branched mono- and diphospha[n]triangulanes were synthesized in high yields by the CuCl-catalyzed phosphinidene addition to spirocyclopropanated methylenecyclopropanes and bicyclopropylidenes. The effect of spirofusion on the electronic properties of these esthetically attractive phosphacycles is apparent from X-ray single crystal structure analyses, which reveals a tightening of the phosphirane ring on additional spirocyclopropanation, and from the NMR features that show deshielded chemical shifts for the ring-phosphorus and -carbon atoms. Steric factors play a role in the addition reaction when the substrate alkene carries a second sphere of spirocyclopropane rings and causes the formation of 2-phosphabicyclo[3.2.0]heptenes in small amounts. These by-products most probably result from addition of the [PhP(Cl)W(CO)
Original languageEnglish
JournalChemistry: A European Journal
DOIs
Publication statusPublished - 2005

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