Literature DB >> 12841757

Simple iron catalyst for terminal alkene epoxidation.

Geraud Dubois1, Andrew Murphy, T Daniel P Stack.   

Abstract

[reaction: see text] A mu-oxo-iron(III) dimer, [((phen)(2)(H(2)O)Fe(III))(2)(mu-O)](ClO(4))(4), is an efficient epoxidation catalyst for a wide range of alkenes, including terminal alkenes, using peracetic acid as the oxidant. Low catalyst loadings, in situ catalyst preparation from common reagents, fast reaction times (<5 min at 0 degrees C), and enhanced reaction performance at high substrate concentrations combine to create a temporally and synthetically efficient procedure for alkene epoxidation.

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Year:  2003        PMID: 12841757     DOI: 10.1021/ol0347085

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  11 in total

1.  DFT studies of the substituent effects of dimethylamino on non-heme active oxidizing species: iron(V)-oxo species or iron(IV)-oxo acetate aminopyridine cation radical species?

Authors:  Fang Wang; Wei Sun; Chungu Xia; Yong Wang
Journal:  J Biol Inorg Chem       Date:  2017-06-30       Impact factor: 3.358

2.  Functional models of α-keto acid dependent nonheme iron oxygenases: synthesis and reactivity of biomimetic iron(II) benzoylformate complexes supported by a 2,9-dimethyl-1,10-phenanthroline ligand.

Authors:  Oindrila Das; Sayanti Chatterjee; Tapan Kanti Paine
Journal:  J Biol Inorg Chem       Date:  2013-02-16       Impact factor: 3.358

3.  Iron-catalyzed asymmetric epoxidation of β,β-disubstituted enones.

Authors:  Yasuhiro Nishikawa; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2011-05-16       Impact factor: 15.419

4.  Mono- and dinuclear iron complexes of bis(1-methylimidazol-2-yl)ketone (bik): structure, magnetic properties, and catalytic oxidation studies.

Authors:  Pieter C A Bruijnincx; Inge L C Buurmans; Yuxing Huang; Gergely Juhász; Marta Viciano-Chumillas; Manuel Quesada; Jan Reedijk; Martin Lutz; Anthony L Spek; Eckard Münck; Emile L Bominaar; Robertus J M Klein Gebbink
Journal:  Inorg Chem       Date:  2011-09-08       Impact factor: 5.165

5.  Regio- and enantioselective catalytic monoepoxidation of conjugated dienes: synthesis of chiral allylic cis-epoxides.

Authors:  Jawahar L Jat; Saroj Ranjan De; Ganesh Kumar; Adeniyi Michael Adebesin; Shyam K Gandham; John R Falck
Journal:  Org Lett       Date:  2015-02-10       Impact factor: 6.005

6.  Regio- and stereoselective monoepoxidation of dienes using methyltrioxorhenium: synthesis of allylic epoxides.

Authors:  Saroj Ranjan De; Ganesh Kumar; Jawahar L Jat; Saritha Birudaraju; Biao Lu; Rajkumar Manne; Narender Puli; Adeniyi Michael Adebesin; John R Falck
Journal:  J Org Chem       Date:  2014-10-27       Impact factor: 4.354

7.  Crystal structure of ({(1R,2R)-N,N'-bis-[(quino-lin-2-yl)methyl]cyclo-hexane-1,2-di-amine}-chlorido-iron(III))-μ-oxido-[tri-chlorido-ferrate(III)] chloro-form monosolvate.

Authors:  Hannah Swift; Molly W Carrig; Kayode D Oshin; Anastasiya I Vinokur; John A Desper; Christopher J Levy
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-06-02

8.  Biomimetic Non-Heme Iron-Catalyzed Epoxidation of Challenging Terminal Alkenes Using Aqueous H2O2 as an Environmentally Friendly Oxidant.

Authors:  Anja Fingerhut; Jorge Vargas-Caporali; Marco Antonio Leyva-Ramírez; Eusebio Juaristi; Svetlana B Tsogoeva
Journal:  Molecules       Date:  2019-09-01       Impact factor: 4.411

9.  A new and efficient methodology for olefin epoxidation catalyzed by supported cobalt nanoparticles.

Authors:  Lucía Rossi-Fernández; Viviana Dorn; Gabriel Radivoy
Journal:  Beilstein J Org Chem       Date:  2021-02-22       Impact factor: 2.883

10.  A Bottom Up Approach Towards Artificial Oxygenases by Combining Iron Coordination Complexes and Peptides.

Authors:  Olaf Cusso; Michael W Giuliano; Xavi Ribas; Scott J Miller; Miquel Costas
Journal:  Chem Sci       Date:  2017-03-03       Impact factor: 9.825

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