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One-Step Synthesis of C2v-Symmetric Resorcin[4]arene Tetraethers.
Smith, Jordan N; Brind, Thomasin K; Petrie, Simon B; Grant, Mikaela S; Lucas, Nigel T.
Afiliação
  • Smith JN; MacDiarmid Institute for Advanced Materials and Nanotechnology, Department of Chemistry, University of Otago, Union Place, Dunedin 9016, New Zealand.
  • Brind TK; MacDiarmid Institute for Advanced Materials and Nanotechnology, Department of Chemistry, University of Otago, Union Place, Dunedin 9016, New Zealand.
  • Petrie SB; MacDiarmid Institute for Advanced Materials and Nanotechnology, Department of Chemistry, University of Otago, Union Place, Dunedin 9016, New Zealand.
  • Grant MS; MacDiarmid Institute for Advanced Materials and Nanotechnology, Department of Chemistry, University of Otago, Union Place, Dunedin 9016, New Zealand.
  • Lucas NT; MacDiarmid Institute for Advanced Materials and Nanotechnology, Department of Chemistry, University of Otago, Union Place, Dunedin 9016, New Zealand.
J Org Chem ; 85(6): 4574-4580, 2020 03 20.
Article em En | MEDLINE | ID: mdl-32125153
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.
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article
Texto completo
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article