Table 1. Yields, TONs, and Diastereomeric Ratios of Carbene Insertion Reaction of Styrene with EDA One of Two Iron Porphyrins (Fe^III-Heme or Fe^III-TMPyP4) in the Presence and Absence of DNA: “dsDNA”; “Scrambled G4”; and the GQs: “G4-AAA”, “G4-TTT”, and “(dA₄G₅A₄)₄”^a.

catalyst	DNA type	yield % (1 mM styrene)	TON (1 mM styrene)	TON (20 mM styrene)	cis/trans
FeIII-heme	no DNA	3 ± 0.4	1	7	10:90
FeIII-heme	dsDNA	3 ± 0.6	1	7	10:90
FeIII-heme	scrambled G4	11 ± 1.3	5	9	9:91
FeIII-heme	G4-AAA	77 ± 3	26	177	8:92
FeIII-heme	G4-TTT	80 ± 2	27	182	8:92
FeIII-heme	*(dA4G5A4)4	51 ± 5	17	116	15:85
FeIII-TMPyP4	no DNA	3 ± 0.2	1		14:86
FeIII-TMPyP4	dsDNA	4 ± 0.1	1		13:87
FeIII-TMPyP4	scrambled G4	8 ± 1.7	3		13:87
FeIII-TMPyP4	G4-AAA	11 ± 2	4		12:88

^aReaction conditions were as follows: 80 μM DNA; 30 μM of either catalyst porphyrin, 1 and 20 mM styrene, 7 mM EDA, and 10 mM Na₂S₂O₄ in the reaction buffer: 40 mM NH₄–HEPES, pH 8.0, 20 mM KCl, 1% DMF, 0.05% Triton X-100 under anaerobic conditions at 21 °C [the asterisk notes that in the case of *(dA₄G₅A₄)₄, 80 μM total dA₄G₅A₄ DNA was used, consistent with only ≤20 μM of the GQ, “(dA₄G₅A₄)₄”]. Yields, TON, and diastereomeric ratios were determined from GC analysis. Yields are based on the available limiting reagent (styrene or EDA).