Department of Chemistry, Boston College, 2609 Beacon Street, Chestnut Hill, MA 02467, USA.
Chem Commun (Camb). 2020 Dec 4;56(93):14661-14664. doi: 10.1039/d0cc05003b. Epub 2020 Nov 6.
The first stereoconvergent Suzuki-Miyaura cross-coupling reaction was developed to afford enantioenriched 1,1-diarylalkanes. An iron-based complex containing a chiral cyanobis(oxazoline) ligand framework was best to obtain enantioenriched 1,1-diarylalkanes from cross-coupling reactions between unactivated aryl boronic esters and benzylic chlorides. Enhanced yields were obtained when 1,3,5-trimethoxybenzene was used as an additive, which is hypothesized to extend the lifetime of the iron-based catalyst. Exceptional enantioselectivities were obtained with challenging ortho-substituted benzylic chlorides.
首例立体专一性的铃木-宫浦交叉偶联反应被开发出来，以提供对映体富集的 1,1-二芳基烷烃。一种含有手性氰基双（恶唑啉）配体骨架的铁基配合物是从未活化的芳基硼酸酯和苄基氯的交叉偶联反应中获得对映体富集的 1,1-二芳基烷烃的最佳选择。当使用 1,3,5-三甲氧基苯作为添加剂时，产率得到提高，据推测这可以延长铁基催化剂的寿命。在具有挑战性的邻位取代的苄基氯中获得了优异的对映选择性。
