Palladium carbene complexes as persistent radicals† †Electronic supplementary information (ESI) available: Characterization data for all new compounds, computational results, single crystal X-ray structure analysis of complexes {2}2, 3–6, 8, 9, 11, 12. CCDC 1002269, 1058170–1058177. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc01441g Click here for additional data file. Click here for additional data file. Click here for additional data file.

6 DFT Results S11 Figure S6. Computed molecules . . . . . . . . . . . . . . . . . . . . . . . . . . . . S11 6.1 {[PC(sp)P]PdI}2 ({2}2) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . S12 Table S1. Optimized coordinates for {[PC(sp)P]PdI}2 ({2}2) . . . . . . . . . . . . . S12 Figure S7. Overlaid structures for {[PC(sp)P]PdI}2 ({2}2) (red: X-ray, blue: optimized) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . S15 Table S2. Selected distances (Å) and angles (°) for the optimized geometry and the crystal structure of {[PC(sp)P]PdI}2 ({2}2) . . . . . . . . . . . . . . . . . . . . . . S16 Figure S8. Optimized geometry for {[PC(sp)P]PdI}2 ({2}2) . . . . . . . . . . . . . . S16 6.2 {p,p’-[PC(sp)P]PdI}2 ({p,p’-2}2) . . . . . . . . . . . . . . . . . . . . . . . . . . . S17 Table S3. Optimized coordinates for {p,p’-[PC(sp)P]PdI}2 ({p,p’-2}2) . . . . . . . . S17 Figure S9. Optimized geometry for {p,p’-[PC(sp)P]PdI}2 ({p,p’-2}2) . . . . . . . . S20 6.3 [PC•(sp2)P]PdI (2) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . S21 Table S4. Optimized coordinates for [PC•(sp2)P]PdI (2) . . . . . . . . . . . . . . . S21 Figure S10. Optimized geometry for [PC•(sp2)P]PdI (2) . . . . . . . . . . . . . . . S23 6.4 Calculated energies for [PC•(sp2)P]PdI (2) and corresponding dimers . . . . . . . . S23