| Abstract
| - A series of novel meso-(8-substituted naphth-1-yl)porphyrins has been synthesized creatingderivatives with a tight recognition environment above the porphyrin plane. The selective synthesisof single atropisomers is discussed. Condensation of bisnaphthaldehyde 12 with phenyldipyrromethane unexpectedly led to selective synthesis of the α,α-5,10-bridged isomer 14. A mechanismis proposed for this unusual scrambling, and alternative syntheses of α,α-5,15-bisnaphthylporphyrinsare described. Synthesis of 5,15-analogues can be achieved by employing (pentafluorophenyl)dipyrromethane or via presynthesis of a bis(dipyrromethane) derivative 22 (from bisnaphthaldehyde12) and subsequent condensation with benzaldehyde.
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