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Asymmetric ring-opening reaction of meso-epoxides with aromatic amines using homochiral metal–organic frameworks as recyclable heterogeneous catalysts
| Content Provider | Semantic Scholar |
|---|---|
| Author | Tanaka, Kōichi Kinoshita, Maya Kayahara, Jun Uebayashi, Yutaro Nakaji, Kazusada Morawiak, Maja Urbańczyk-Lipkowska, Zofia |
| Copyright Year | 2018 |
| Abstract | An efficient asymmetric ring-opening (ARO) reaction of meso-epoxides with aromatic amines catalysed by a series of homochiral metal–organic frameworks (MOFs) was carried out. Excellent results (up to 95% ee) for the ARO of cyclohexene oxide with several aromatic amines were achieved with a homochiral MOF derived from the ligand (R)-2,2′-dihydroxyl-1,1′-binaphthalene-5,5′-dicarboxylic acid. Furthermore, homochiral MOFs based on (R)-2,2′-dihydroxy-1,1′-binaphthyl-4,4′-di(4-benzoic acid) and (R)-2,2′-diethoxy-1,1′-binaphthyl-4,4′-di(5-isophthalic acid) catalysed ARO reactions of cis-stilbene oxide with 1-naphthylamine in high yield (up to 95%) and excellent enantioselectivity (up to 97%) of the β-amino alcohol. The MOF catalysts were recoverable and recyclable with retention of their performance. |
| Starting Page | 28139 |
| Ending Page | 28146 |
| Page Count | 8 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/C8RA05163A |
| Volume Number | 8 |
| Alternate Webpage(s) | https://pubs.rsc.org/en/content/articlepdf/2018/ra/c8ra05163a |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c8/ra/c8ra05163a/c8ra05163a1.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/C8RA05163A |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
