Metal(salen)-catalyzed oxidation of limonene in supercritical CO&lt;Subscript&gt;2&lt;/Subscript&gt;

Lim, Lisandra F.; Cardozo‐Filho, Lúcio; Arroyo, Pedro Augusto; Márquez-Alvarez, H.; Antunes, Octávio Augusto Ceva

doi:10.1007/s11144-005-0009-8

Cited by 7 publications

(1 citation statement)

References 26 publications

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“…Ni(salen) is a tetradentate Schiff base complex in which the central nickel atom sits in a plane-square environment coordinating two nitrogen and two oxygen atoms of the ligand (Figure ). Ni(salen) has been used for catalytic reactions, , for redox polymerization, – , and as a gas sensor yet does not appear to have been applied as an epitaxial thin film. Epitaxial growth on suitable crystalline substrates allows for strict control of molecular packing, – potentially leading to the discovery of a new polymorph with new or improved functionality.…”

Section: Introductionmentioning

confidence: 99%

Control of Crystal Structure and Orientation of Ni(salen) by Epitaxial Growth on Alkali Halide

Yoshida

Isoda

2007

Chem. Mater.

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Thin films of N,N′-bis(salicylaldehydo)ethylenediaminato nickel(II) (Ni(salen)) are fabricated by vacuum epitaxy on (001) surfaces of KBr, KCl, and NaCl substrates and characterized by transmission electron microscopy. Two new monoclinic polymorphs of Ni (salen), β (a ) 2.59 nm, b ) 1.54 nm, c ) 0.670 nm, β ) 92.6°) and γ (a ) 2.56 nm, b ) 0.787 nm, c ) 0.743 nm, β ) 93.7°), are successfully identified by electron diffractions and high resolution images. The β form is produced on all three substrates by deposition at room temperature, while the γ form is produced on NaCl and KCl at 90 °C. The orientation of these polymorphs is controlled by lattice matching. Although the γ form is energetically favorable with better lattice matching to these substrates, the faster-growing β form is preferentially produced at lower substrate temperature. The polymorphic structure of the deposited film is thus governed by both the substrate surface structure and the growth temperature.

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Section: Introductionmentioning

confidence: 99%

Control of Crystal Structure and Orientation of Ni(salen) by Epitaxial Growth on Alkali Halide

Yoshida

Isoda

2007

Chem. Mater.

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Peroxyacetic Acid Oxidation of Olefins and Alkanes Catalyzed by a Dinuclear Manganese(IV) Complex with 1,4,7-trimethyl-1,4,7-triazacyclononane

et al. 2007

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Natural terpenes, (-)-limonene and (+)-carvone, can be epoxidized by peroxyacetic acid (PAA) at room temperature if a dinuclear manganese(IV) complex with 1,4,7-trimethyl-1,4,7-triazacyclononane (L), [Mn 2 L 2 O 3 ] [PF 6 ] 2 , is used as a catalyst. The total yield of the epoxides based on the consumed olefins are 97 and 95%, respectively. A kinetic study of the dec-1-ene and cyclohexane oxygenations including the investigation of their simultaneous competitive oxidation was carried out. The olefin epoxidation rate does not depend on dec-1-ene concentration and the dec-1-ene concentration does not affect the rate of cyclohexane oxidation. The cyclohexane oxidation rate is proportional to the alkane concentration. The kinetic analysis led to the conclusion that two species X 1 and X 2 are generated in the system, and there is no their mutual interconversion. The rate equation for the dec-1-ene epoxidation was proposed: W = k +1 [cat] [PAA], where cat is the initial manganese complex or its derivative, and the constant was determined: k +1 = 3.5 mol -1 dm 3 s -1 . Species X 1 is apparently an effectively epoxidizing manganese peroxo derivative whereas species X 2 is an alkane hydroxylating manganese oxo complex.

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Iron(II, III)-Catalyzed Oxidation of Limonene by Dioxygen

2007

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Labile iron(II) and iron(III) complexes {[Fe II (bpy) 2 2+ ] solv and [Fe III (bpy) 2 3+] solv } in acetonitrile activate dioxygen for the oxidation of limonene to produce mainly carvone, carveol, limonene oxide, and perillaldehyde. Iron(III) complex is reduced by the substrate to iron(II) one, which activates dioxygen. Probably the catalyst interacts with substrate prior to the oxidation process. Perillaldehyde is likely formed directly from oxidation of methyl group (not via alcohol). However, the aldehyde is also reduced to perillyl alcohol by the reduced form of the catalyst.

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Metal(salen)-catalyzed oxidation of limonene in supercritical CO<Subscript>2</Subscript>

Cited by 7 publications

References 26 publications

Control of Crystal Structure and Orientation of Ni(salen) by Epitaxial Growth on Alkali Halide

Control of Crystal Structure and Orientation of Ni(salen) by Epitaxial Growth on Alkali Halide

Peroxyacetic Acid Oxidation of Olefins and Alkanes Catalyzed by a Dinuclear Manganese(IV) Complex with 1,4,7-trimethyl-1,4,7-triazacyclononane

Iron(II, III)-Catalyzed Oxidation of Limonene by Dioxygen

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