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Keywords:

  • macrocycles;
  • NMR spectroscopy;
  • porphyrinoids;
  • structure elucidation;
  • template synthesis
Thumbnail image of graphical abstract

Neoconfusion: In contrast to metal ligation by dipyrrin (see scheme, left), N-confused dipyrrin undergoes cyclomerization with various metal salts to form NCNCNC and NCNCNCNC expanded norroles (see scheme, right), novel isomers of 24 π rosarin and 32 π octaphyrin with C–N linked bipyrrole units with near-planar conformations in the solid state. They also exhibit paratropic ring-current effects typical of antiaromatic porphyrinoids.