Salen ligands derived from trans-1,2-dimethyl-1,2-cyclohexanediamine: preparation and application in oxo-chromium salen mediated asymmetric epoxidation of alkenes

Methods for direct alkene diamination, new & old

“…Jacobsen noted that slow addition of alkene to excess N 2 O 4 was requisite for the success of this transformation since it served to avert polymerization between the tertiary radical intermediate and alkene. Müller-Bunz 71 and Evans 72 have reported closely related routes to diamine 51 .…”

Electropolymerization of chiral chromium–salen complexes: new materials for heterogeneous asymmetric catalysis

“…In the last several years, we have developed our own solution to this problem based on the heterogenization of chiral salen complexes by electrochemical polymerization. 4 Because chromium complexes are well known to promote various enantioselective reactions such as epoxide ring opening, 5 epoxidation, 6 hetero Diels-Alder reaction 7 or Nozaki-Hiyama-Kishi reaction, 8 we have successfully evaluated the electrogenerated new insoluble materials in asymmetric heterogeneous catalysis based on chromium. 9,10 Considering the electrochemical polymerization mechanism, we have obtained a catalytic heterogeneous material with linear arrangement in which each monomer unit is a catalytic site.…”

A Poly(hydroxyethyl methacrylate)-Immobilized Chiral Manganese(III)salen Catalyst for Asymmetric Epoxidation of α-Methylstyrene

“…Metal catalyzed oxidation of organic substrates is of immense importance for chemical and biochemical syntheses. Schiff-base compounds which mimics cytochrome P-450 [1,2] have been developed as catalysts for various asymmetric reactions [3][4][5][6][7]. Various researchers have studied these chiral Mn(III)salen species from the aspects of the design and synthesis of salen ligands and the investigation of steric and electronic effects of the catalyst structure on stereoselectivity and the mechanism of the asymmetric induction [8].…”