Department of Chemistry , Dalhousie University , 6274 Coburg Road , P.O. 15000, Halifax , Nova Scotia B3H 4R2 , Canada.
J Am Chem Soc. 2018 Apr 18;140(15):5023-5027. doi: 10.1021/jacs.8b01800. Epub 2018 Apr 4.
The use of (L)Ni( o-tolyl)Cl precatalysts (L = PAd-DalPhos or CyPAd-DalPhos) enables the C( sp)-O cross-coupling of primary, secondary, or tertiary aliphatic alcohols with (hetero)aryl electrophiles, including unprecedented examples of such nickel-catalyzed transformations employing (hetero)aryl chlorides, sulfonates, and pivalates. In addition to offering a competitive alternative to palladium catalysis, this work establishes the feasibility of utilizing ancillary ligation as a complementary means of promoting challenging nickel-catalyzed C( sp)-O cross-couplings, without recourse to precious-metal photoredox catalytic methods.
（L）Ni（邻甲苯基）Cl 前催化剂（L = PAd-DalPhos 或 CyPAd-DalPhos）的使用使得伯、仲或叔脂肪族醇与（杂）芳基亲电试剂的 C（sp）-O 交叉偶联成为可能，包括使用（杂）芳基氯化物、磺酸盐和特戊酸盐的前所未有的镍催化转化实例。除了提供钯催化的有竞争力的替代方案外，这项工作还证明了辅助配位作为促进具有挑战性的镍催化 C（sp）-O 交叉偶联的补充手段的可行性，而无需诉诸贵金属光还原催化方法。
