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Bicyclo[1.1.1]pentane Embedded in Porphyrinoids.
Grover, Nitika; Cheveau, Maxime; Twamley, Brendan; Kingsbury, Christopher J; Mattern, Cornelia M; Senge, Mathias O.
Afiliación
  • Grover N; School of Chemistry, Chair of Organic Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, D02R590, Dublin, Ireland.
  • Cheveau M; School of Chemistry, Chair of Organic Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, D02R590, Dublin, Ireland.
  • Twamley B; School of Chemistry, Trinity College Dublin, The University of Dublin, Dublin 2, Ireland.
  • Kingsbury CJ; School of Chemistry, Chair of Organic Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, D02R590, Dublin, Ireland.
  • Mattern CM; School of Chemistry, Chair of Organic Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, D02R590, Dublin, Ireland.
  • Senge MO; School of Chemistry, Chair of Organic Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, The University of Dublin, 152-160 Pearse Street, D02R590, Dublin, Ireland.
Angew Chem Int Ed Engl ; 62(26): e202302771, 2023 Jun 26.
Article en En | MEDLINE | ID: mdl-36988343
ABSTRACT
We report a two-step approach to obtain synthetically versatile bicyclo[1.1.1]pentane (BCP) derivatives using Grignard reagents. This method allows the incorporation of BCP units in tetrapyrrolic macrocycles and the synthesis of a new class of calix[4]pyrrole analogues by replacing two bridging methylene groups with two BCP units. In addition, a doubly N-confused system was also formed in the presence of electron-withdrawing substituents at the BCP bridgeheads. The pyrrole rings in BCP containing macrocycles exist in 1,3-alternate or αßαß conformations, as observed from single-crystal X-ray diffraction analyses and 2D NMR spectroscopy.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pentanos / Pirroles Idioma: En Revista: Angew Chem Int Ed Engl Año: 2023 Tipo del documento: Article País de afiliación: Irlanda
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Pentanos / Pirroles Idioma: En Revista: Angew Chem Int Ed Engl Año: 2023 Tipo del documento: Article País de afiliación: Irlanda