Controlling Selectivity in Alkene Oxidation: Anion Driven Epoxidation or Dihydroxylation Catalysed by [Iron(III)(Pyridine‐Containing Ligand)] Complexes
作者:Giorgio Tseberlidis、Luca Demonti、Valentina Pirovano、Marco Scavini、Serena Cappelli、Silvia Rizzato、Rubén Vicente、Alessandro Caselli
DOI:10.1002/cctc.201901045
日期:2019.10.7
A highly reactive and selective catalytic system comprising Fe(III) and macrocyclic pyridine‐containing ligands (Pc‐L) for alkene oxidation by using hydrogen peroxide is reported herein. Four new stable iron(III) complexes have been isolated and characterized. Importantly, depending on the anion of the iron(III) metal complex employed as catalyst, a completely reversed selectivity was observed. When
本文报道了由Fe(III)和含大环吡啶的配体(Pc-L)组成的高反应性和选择性催化体系,用于通过使用过氧化氢进行烯烃氧化。四个新的稳定的铁(III)配合物已被分离和表征。重要的是,取决于用作催化剂的铁(III)金属配合物的阴离子,观察到完全相反的选择性。当X = OTf时,发生选择性二羟基化反应。另一方面,使用X = Cl导致环氧化物作为主要产物。事实证明该反应非常普遍,可耐受芳族和脂族烯烃以及内部或末端双键,并且环氧化物和二醇产物均能以良好的收率获得良好的选择性(高达93%的分离收率和dr。= 99:1)。该催化系统通过执行几个催化循环而没有观察到催化剂失活,证明了其坚固性。使用丙酮作为溶剂,使用过氧化氢作为末端氧化剂使该催化体系具有吸引力。