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  • Dual catalysis with magnetic chitosan: direct synthesis of cyclic carbonates from olefins with carbon dioxide using isobutyraldehyde as the sacrificial reductant.

Dual catalysis with magnetic chitosan: direct synthesis of cyclic carbonates from olefins with carbon dioxide using isobutyraldehyde as the sacrificial reductant.

Dalton transactions (Cambridge, England : 2003) (2015-06-10)
Subodh Kumar, Nikita Singhal, Raj K Singh, Piyush Gupta, Raghuvir Singh, Suman L Jain
ABSTRACT

Chitosan coated magnetic nanoparticles were synthesized and used as a support for the immobilization of the cobalt(II) acetylacetonate complex [Co(acac)2] and quaternary triphenylphosphonium bromide [P(+)Ph3Br(-)] targeting -NH2 and -OH moieties located on the surface of chitosan. The synthesized material was used as a catalyst for one pot direct synthesis of cyclic carbonates from olefins via an oxidative carboxylation approach with carbon dioxide using isobutyraldehyde as the sacrificial reductant and molecular oxygen as the oxidant. After the reaction, the catalyst was recovered by applying an external magnet and reused for several runs without significant loss in catalytic activity and no leaching was observed during this course.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(3-Bromopropyl)trimethoxysilane, ≥97.0%
Sigma-Aldrich
Triphenylphosphine, polymer-bound, 100-200 mesh, extent of labeling: ~1-1.5 mmol/g Capacity (Phosphor)
Sigma-Aldrich
Tetramethylsilane, electronic grade, ≥99.99% trace metals basis
Sigma-Aldrich
Tetramethylsilane, ≥99.0% (GC)
Sigma-Aldrich
Ethyl alcohol, Pure, 190 proof, ACS spectrophotometric grade, 95.0%
Sigma-Aldrich
Acetonitrile, anhydrous, 99.8%
Sigma-Aldrich
Triphenylphosphine, ReagentPlus®, 99%
Sigma-Aldrich
Toluene, anhydrous, 99.8%
Sigma-Aldrich
Acetonitrile, electronic grade, 99.999% trace metals basis
Sigma-Aldrich
Isobutyraldehyde, dry, 98%
Sigma-Aldrich
Triphenylphosphine, ≥95.0% (GC)
Sigma-Aldrich
Ultrapure Acetonitrile