By the same authors

Efficient Synthesis of Cyclic Carbonates from Unsaturated Acids and Carbon Dioxide and their Application in the Synthesis of Biobased Polyurethanes

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Published copy (DOI)

Author(s)

  • Javier Martínez
  • Felipe de la Cruz-Martínez
  • Marc Martínez de Sarasa Buchaca
  • Juan Fernández-Baeza
  • Luis F. Sánchez-Barba
  • Michael North
  • José A. Castro-Osma
  • Agustín Lara-Sánchez

Department/unit(s)

Publication details

JournalChemPlusChem
DateAccepted/In press - 7 Mar 2021
DatePublished (current) - 11 Mar 2021
Issue number3
Volume86
Number of pages9
Pages (from-to)460-468
Original languageEnglish

Abstract

Bio-derived furan- and diacid-derived cyclic carbonates have been synthesized in high yields from terminal epoxides and CO2 . Furthermore, four highly substituted terpene-derived cyclic carbonates were isolated in good yields with excellent diastereoselectivity in some cases. Eleven new cyclic carbonates derived from 10-undecenoic acid under mild reaction conditions were prepared, providing the corresponding carbonate products in excellent yields. The catalyst system also performed the conversion of an epoxidized fatty acid n-pentyl ester into a cyclic carbonate under relatively mild reaction conditions (80 °C, 20 bar, 24 h). This bis(cyclic carbonate) was obtained in high yields and with different cis/trans ratios depending on the co-catalyst used. An allyl alcohol by-product was only observed as a minor product when bis(triphenylphosphine)iminium chloride was used as co-catalyst. Finally, two cyclic carbonates were used as building blocks for the preparation of non-isocyanate poly(hydroxy)urethanes by reaction with 1,4-diaminobutane.

Bibliographical note

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© 2021 Wiley-VCH GmbH.

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This record is sourced from MEDLINE/PubMed, a database of the U.S. National Library of Medicine

    Research areas

  • carbon dioxide utilization, cyclic carbonates, lanthanum, polyurethanes, sustainable catalysis

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