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Isocyanurate Formation During Oxazolidinone Synthesis from Epoxides and Isocyanates Catalysed by a Chromium(Salphen) Complex

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JournalChemistry : A European Journal
DateAccepted/In press - 11 Jul 2017
DateE-pub ahead of print - 11 Jul 2017
DatePublished (current) - 18 Sep 2017
Issue number52
Volume23
Number of pages7
Pages (from-to)12937-12943
Early online date11/07/17
Original languageEnglish

Abstract

Chromium(salphen) complex 10 is found to be a catalyst for the preparation of oxazolidinones from epoxides and isocyanates. Using the optimal reaction conditions (1.5 mol % of chromium(salphen) complex 10 at 80 °C in toluene for 4 hours), six epoxides were reacted with five isocyanates, providing 15 oxazolidinones in up to 90 % yield. With electron-deficient isocyanates, cyclotrimerisation of the isocyanate to the corresponding isocyanurates is a competing reaction, showing the importance of matching catalyst activity to that of the substrates.

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    Research areas

  • chromium, epoxides, homogeneous catalysis, isocyanurates, oxazolidinones

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