Cis-dihydroxylation of alkenes with oxone catalyzed by iron complexes of a macrocyclic tetraaza ligand and reaction mechanism by ESI-MS spectrometry and DFT …

…, ELM Wong, Z Guo, Y Liu, JS Huang…

Index: Chow, Toby Wai-Shan; Wong, Ella Lai-Ming; Guo, Zhen; Liu, Yungen; Huang, Jie-Sheng; Che, Chi-Ming Journal of the American Chemical Society, 2010 , vol. 132, # 38 p. 13229 - 13239

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Citation Number: 76

Abstract

[FeIII (L-N4Me2) Cl2]+(1, L-N4Me2= N, N′-dimethyl-2, 11-diaza [3.3](2, 6) pyridinophane) is an active catalyst for cis-dihydroxylation of various types of alkenes with oxone at room temperature using limiting amounts of alkene substrates. In the presence of 0.7 or 3.5 mol% of 1, reactions of electron-rich alkenes, including cyclooctene, styrenes, and linear alkenes, with oxone (2 equiv) for 5 min resulted in up to> 99% substrate conversion and afforded ...