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From the same journal

Chiral Cobalt(III) Complexes as Bifunctional Brønsted Acid-Lewis Base Catalysts for the Preparation of Cyclic Organic Carbonates

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Published copy (DOI)

Author(s)

  • Yuri A. Rulev
  • Vladimir A. Larionov
  • Anastasia V. Lokutova
  • Margarita A. Moskalenko
  • Ol'Ga L. Lependina
  • Victor I. Maleev
  • Michael North
  • Yuri N. Belokon

Department/unit(s)

Publication details

JournalCHEMSUSCHEM
DateE-pub ahead of print - 14 Dec 2015
DatePublished (current) - 21 Jan 2016
Issue number2
Volume9
Number of pages7
Pages (from-to)216-222
Early online date14/12/15
Original languageEnglish

Abstract

Stereochemically inert cationic cobalt(III) complexes were shown to be one-component catalysts for the synthesis of cyclic carbonates from epoxides and carbon dioxide at 50 C and 5 MPa carbon dioxide pressure. The optimal catalyst possessed an iodide counter anion and could be recycled. A catalytic cycle is proposed in which the ligand of the cobalt complexes acts as a hydrogen-bond donor, activating the epoxide towards ring opening by the halide anion and activating the carbon dioxide for subsequent reaction with the halo-alkoxide. No kinetic resolution was observed when terminal epoxides were used as substrates, but chalcone oxide underwent kinetic resolution. A Co-catalyst with no co-catalyst: A chiral cobalt complex catalyses the formation of cyclic carbonates from epoxides and carbon dioxide without the need for a co-catalyst. Chalcone oxide undergoes kinetic resolution under the reaction conditions. The activity of the one component bifunctional system originates from the hydrogen-bond donating ability of the coordinated ligand and nucleophilic participation of the counter anion. The complexes are robust, simple to prepare, and easy to recycle.

    Research areas

  • carbon dioxide, catalyst, cyclic carbonate, epoxide, kinetic resolution

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