Initial rate kinetic studies show an unexpected influence of para-substituents on the catalytic behaviour of manganese complexes of TMTACN in the epoxidation of styrenes with H2O2

Ilyashenko, Gennadiy; De Faveri, Giorgio; Masoudi, Shirin; Al-Safadi, Rawan; Watkinson, Michael

Abstract

Investigations into the efficacy of a range of enantiomerically pure BINOL additives in the epoxidation of styrene substrates with a number of manganese catalysts prepared from the ligand 1,4,7-trimethyl-1,4,7-triazacyclononane, TMTACN, using hydrogen peroxide as the oxidant have revealed that there are fundamental differences in reactivity between apparently similar systems. Whilst no asymmetric induction was obtained in the styrene oxide products formed, the data obtained from initial rate kinetic studies appear to be consistent with a number of different catalytically active species operating, the nature of which are profoundly affected by the starting materials used.

Citation

Ilyashenko, G., De Faveri, G., Masoudi, S., Al-Safadi, R., & Watkinson, M. (2013). Initial rate kinetic studies show an unexpected influence of para-substituents on the catalytic behaviour of manganese complexes of TMTACN in the epoxidation of styrenes with H2O2. Organic and Biomolecular Chemistry, 11(12), 1942. https://doi.org/10.1039/c3ob27217f

• Journal Article Type: Article
• Acceptance Date: Jan 9, 2013
• Online Publication Date: Jan 10, 2013
• Publication Date: 2013
• Deposit Date: Jun 16, 2023
• Journal: Organic & Biomolecular Chemistry
• Print ISSN: 1477-0520
• Electronic ISSN: 1477-0539
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 11
• Issue: 12
• Pages: 1942
• DOI: https://doi.org/10.1039/c3ob27217f
• Keywords: Organic Chemistry; Physical and Theoretical Chemistry; Biochemistry