C 2 and C 1 ‐Symmetric Camphopyrazole Dioxomolybdenum(VI) Complexes catalyze the Epoxidation of Cyclic Olefins

Dioxomolybdenum(VI) complexes ( 1 ‐ 6 ) were prepared in good yields (≥79 %) using enantiopure C 2 and C 1 ‐symmetric bidentate N,N‐ligands ( L 1 ‐ L 6 ) derived from (+)‐camphor. The ligands and complexes were characterized by NMR spectroscopy, IR, and elemental analysis. Single crystal X‐ray diffr...

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Published in:Zeitschrift für anorganische und allgemeine Chemie (1950) 2023-10, Vol.649 (20)
Main Authors: Aguilera, Tania, Pastrán, Jesús, Llovera, Ligia, Linden, Anthony, Herrera, Alberto, Venuti, Doménico, Agrifoglio, Giuseppe, Dorta, Romano
Format: Article
Language:English
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Summary:Dioxomolybdenum(VI) complexes ( 1 ‐ 6 ) were prepared in good yields (≥79 %) using enantiopure C 2 and C 1 ‐symmetric bidentate N,N‐ligands ( L 1 ‐ L 6 ) derived from (+)‐camphor. The ligands and complexes were characterized by NMR spectroscopy, IR, and elemental analysis. Single crystal X‐ray diffraction analyses of complexes 3 , 4 and 6 confirmed the bidentate coordination modes of ligands L 3 , L 4 , and L 6 and revealed distorted octahedral coordination geometries around the metal center. Complexes 3 and 6 form conformational isomers depending on the orientation of the substituents of the ligand aryl groups. Preliminary evaluation of the complexes as catalysts for the epoxidation of cyclohexene (81–93 % conversion) and cis ‐cyclooctene (66–94 % conversion) with cumyl hydroperoxide and 35 % w/w aqueous hydrogen peroxide (39–73 %) demonstrated their activity for oxygen atom transfer reactions, opening the way for asymmetric epoxidations.
ISSN:0044-2313
1521-3749
DOI:10.1002/zaac.202300104