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. 2023 Apr 6;13(8):5428–5448. doi: 10.1021/acscatal.3c00591

Scheme 9. [Co(TPP)]-Catalyzed Carbene Transfer Catalysis Using Bisester-Substituted Iodonium Ylides as Carbene Precursors.

Scheme 9

(A) Mechanistic and spectroscopic studies of Co(TPP)-catalyzed carbene transfer catalysis using bisester-substituted iodonium ylide as carbene precursors, showing the formation of relatively stable N-enolate carbene radical intermediates IE-T capable of transferring both “carbene” moieties to styrene. (B) Room temperature EPR spectrum of IE-T recorded in an isotropic solution of the bis-13C-carbene-labeled isotopic isomer of IE-T, showing hyperfine coupling with cobalt (I = 7/2) and a single 13C nucleus (I = 1/2). (C) DFT-cacluated spin density distribution in IE-T. (D) Structure of alkyl species IE-A as derived from X-ray diffraction studies.