(E)-3-Arylidene-4-diazopyrrolidine-2,5-diones previously shown to yield two products in reactions with tetrahydrofuran mediated by rhodium carbenes—tetrahydrofur-2-yl-substituted product of C-H insertion and spirocyclic product of formal C-O insertion. Accidentally, it was noted that the ratio of the two products depends on the catalyst loading, and the phenomenon was investigated in detail. It was found to be of preparative significance: by solely changing the catalyst loading from 0.01 mol% to 10 mol%, one can obtain sound yields of either of the two products. Mechanistic and kinetic interpretation of this new phenomenon has been proposed.
Original languageEnglish
Article number428
JournalCatalysts
Volume13
Issue number2
DOIs
StatePublished - 16 Feb 2023

    Research areas

  • α-diazocarbonyl compounds, diazo succinimides, rhodium catalyst, rhodium carbenes, C-H INSERTION, C-O insertion, catalyst loading, C-H insertion

ID: 103050484