Calix[4]phyrins. Effect of peripheral substituents on conformational mobility and structure within a series of related systems.

@article{Dolensk2004Calix4phyrinsEO,
  title={Calix[4]phyrins. Effect of peripheral substituents on conformational mobility and structure within a series of related systems.},
  author={Bohumil Dolensk{\'y} and Jir{\'i} Kroul{\'i}k and Vladim{\'i}r Kr{\'a}l and Jonathan L Sessler and Hana M. Dvorakova and Petr Bouř and Mark{\'e}ta Bern{\'a}tkov{\'a} and Christophe Bucher and Vincent Lynch},
  journal={Journal of the American Chemical Society},
  year={2004},
  volume={126 42},
  pages={13714-22}
}
A new, stepwise synthesis of calix[4]phyrins is described. It relies on the condensation of a ketone with pyrrole to form a dipyrromethane containing a quaternary carbon center that is subsequently condensed with an aromatic aldehyde. This methodology, in contrast to the previous rational approach described by this group (involving formation of a trisubstituted dipyrromethane via the condensation of an aldehyde with pyrrole, followed by condensation of this dipyrromethane with acetone), allows… CONTINUE READING