Catalytic borylation of (a) THF (6), (b) Julolidine (8), and c) 2,4-dimethylbenzimidazole (10) with (Mes)Ir(Bpin)3 (5 mol%). Initial rates: 6, 5.7 × 10−6 M s−1 (Ir-tmphen) and 2.7 × 10−6 M s−1 (Ir-dtbpy); 8, 7.1 × 10−6 M s−1 (Ir-tmphen) and 6.6 × 10−6 M s−1 (Ir-dtbpy); 10, 3.7 × 10−6 M s−1 (Ir-tmphen) and 4.9 × 10−4 M s−1 (Ir-dtbpy).