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Isocyanurate Formation During Oxazolidinone Synthesis from Epoxides and Isocyanates Catalysed by a Chromium(Salphen) Complex
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| Journal | Chemistry : A European Journal |
|---|---|
| Date | Accepted/In press - 11 Jul 2017 |
| Date | E-pub ahead of print - 11 Jul 2017 |
| Date | Published (current) - 18 Sep 2017 |
| Issue number | 52 |
| Volume | 23 |
| Number of pages | 7 |
| Pages (from-to) | 12937-12943 |
| Early online date | 11/07/17 |
| Original language | English |
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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- chromium, epoxides, homogeneous catalysis, isocyanurates, oxazolidinones
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