Synthesis, properties, and two-dimensional adsorption characteristics of 5-aminohexahelicene
Van der Meijden, Maarten W.
Fuhr, Javier D.
Kellogg, Richard M.
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A convergent synthesis of racemic 5-aminohexahelicene is described. Cross-coupling reactions are used to assemble a pentacyclic framework, and a metal-catalyzed ring-closure comprises the final step. The enantiomers were separated by means of chromatography and the absolute configurations were assigned by comparison of the CD spectra with hexahelicene. The t1/2 value for racemization at 210 8C was approximately 1 hour. Scanning tunneling microscopy (STM) measurements were carried out on enantiopure and racemic samples of aminohelicene on Au(111) under ultrahigh vacuum (UHV) conditions.
FuenteChemistry - A European Journal
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