Primary, secondary and tertiary alcohols can be used as alkyl coupling partners in the arylation. All yields are isolated unless otherwise noted. Experiments typically run with 1.0 equivalent of aryl halide, 1.7 equivalent of alcohol and 1.6 equivalent of NHC salts on 0.5 mmol scale. *See Supplementary Information for experimental details. §Ni(TMHD)2 and methyl 4-bromobenzoate are used as the catalyst and aryl halide coupling partner, respectively. Boc, tert-butyloxycarbonyl; Bn, benzyl; Et, ethyl; PMB, 4-methoxybenzyl; Piv, pivaloyl; Ts, 4-toluenesulfonyl; Ni(TMHD)2, nickel(ii) bis(2,2,6,6-tetramethyl-3,5-heptanedionate).