. 2014 Aug 20;136(41):14345–14348. doi: 10.1021/ja506229s

Table 1. Comparison of Catalyst Efficiency for Ortho Borylation.

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entry^a	ligand	%6a^b	%6b^b	% conversion^c
1	5	63	24	111^d
2	PAr^F₃	2	1	4
3	AsPh₃	44	3	50
4^e	silica-SMAP	101^f	4^f	109^d

Reactions run on 0.5 mmol scale in 0.5 mL THF.

% Conversions determined by GC integration.

% Conversion is calculated as %6a + 2(%6b) and is based on B₂pin₂ as limiting reagent.

Conversion exceeds 100% because some of the HBpin generated from B₂pin₂ participates in the borylation.

Data are from ref (11a). Reaction run at 25 °C with 1 mmol methylbenzoate, 0.5 mmol B₂pin₂, 0.5 mol % silica-SMAP-Ir(OMe)(cod) in 1.5 mL hexane.

Yields were determined by ¹H NMR spectroscopy.