Bicyclo (1.1.1) pentane Embedded in Porphyrinoids **

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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 αβαβ conformations, as observed from single‐crystal X‐ray diffraction analyses and 2D NMR spectroscopy.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Bicyclo (1.1.1) pentane Embedded in Porphyrinoids ** ; day:25 ; month:04 ; year:2023 ; extent:6
Angewandte Chemie / International edition. International edition ; (25.04.2023) (gesamt 6)

Creator
Grover, Nitika
Cheveau, Maxime
Twamley, Brendan
Kingsbury, Christopher J.
Mattern, Cornelia M.
Senge, Mathias O.

DOI
10.1002/anie.202302771
URN
urn:nbn:de:101:1-2023042615144593226519
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 10:51 AM CEST

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Associated

  • Grover, Nitika
  • Cheveau, Maxime
  • Twamley, Brendan
  • Kingsbury, Christopher J.
  • Mattern, Cornelia M.
  • Senge, Mathias O.

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