One-Step Synthesis of C<sub>2v</sub>-Symmetric Resorcin[4]arene Tetraethers
| dc.contributor.author | Smith, Jordan N. | en |
| dc.contributor.author | Brind, Thomasin K. | en |
| dc.contributor.author | Petrie, Simon B. | en |
| dc.contributor.author | Grant, Mikaela S. | en |
| dc.contributor.author | Lucas, Nigel T. | en |
| dc.date.accessioned | 2026-01-01T14:41:32Z | |
| dc.date.available | 2026-01-01T14:41:32Z | |
| dc.date.issued | 2020-03-20 | en |
| dc.description.abstract | The three-component reaction between a resorcinol, 1,3-dimethoxybenzene, and an alkyl aldehyde (R = C1-C11) along with BF3·OEt2 affords a C2v-symmetric resorcin[4]arene tetraether in one step; in most cases, the single isomer can be precipitated from the reaction mixture in moderate to excellent yields (up to 89%). The reaction is tolerant of 2-substituted resorcinols (R′ = OH, Cl, Br, Me), allowing a third type of functionality to be regioselectively incorporated during the macrocyclization. | en |
| dc.description.sponsorship | Financial support was provided by the University of Otago, the MacDiarmid Institute for Advanced Materials and Nanotechnology, and the Marsden Fund Council, managed by the Royal Society Te Apa̅rangi, New Zealand. J.N.S. thanks the University of Otago for a Doctoral Scholarship. | en |
| dc.description.status | Peer-reviewed | en |
| dc.format.extent | 7 | en |
| dc.identifier.issn | 0022-3263 | en |
| dc.identifier.other | PubMed:32125153 | en |
| dc.identifier.other | ORCID:/0000-0002-7009-6525/work/168398966 | en |
| dc.identifier.scopus | 85081218559 | en |
| dc.identifier.uri | https://hdl.handle.net/1885/733801023 | |
| dc.language.iso | en | en |
| dc.rights | Publisher Copyright: Copyright © 2020 American Chemical Society. | en |
| dc.source | Journal of Organic Chemistry | en |
| dc.title | One-Step Synthesis of C<sub>2v</sub>-Symmetric Resorcin[4]arene Tetraethers | en |
| dc.type | Journal article | en |
| dspace.entity.type | Publication | en |
| local.bibliographicCitation.lastpage | 4580 | en |
| local.bibliographicCitation.startpage | 4574 | en |
| local.contributor.affiliation | Smith, Jordan N.; University of Otago | en |
| local.contributor.affiliation | Brind, Thomasin K.; University of Otago | en |
| local.contributor.affiliation | Petrie, Simon B.; University of Otago | en |
| local.contributor.affiliation | Grant, Mikaela S.; University of Otago | en |
| local.contributor.affiliation | Lucas, Nigel T.; University of Otago | en |
| local.identifier.citationvolume | 85 | en |
| local.identifier.doi | 10.1021/acs.joc.0c00128 | en |
| local.identifier.pure | 3454db18-30da-459b-8ab4-d3fceff9a2ee | en |
| local.identifier.url | https://www.scopus.com/pages/publications/85081218559 | en |
| local.type.status | Published | en |