Synthesis of Carbazole‐Containing Porphyrinoids by a Multiple Annulation Strategy: A Core‐Modified and π‐Expanded Porphyrin

Abstract

Going around in circles: The copper(I)-mediated annulation of a doubly 1,3-butadiyne-bridged carbazole dimer with amines or Na2S provides isophlorins containing carbazole or thiophene-carbazole moieties, respectively (see scheme). Oxidization of the thiophene-containing isophlorin with MnO2 gives the corresponding porphyrin, which displays distinct aromaticity and remarkably intensified and red-shifted absorption bands in the near IR region. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.