Synthesis, properties, and two-dimensional adsorption characteristics of 5-amino[6]hexahelicene

Ascolani, Hugo
Wurst, Klaus
Lingenfelder, Magalí
Kellogg, Richard M.
Fuhr, Javier D.
Gayone, Esteban
Murillo-Quirós, Natalia
Van der Meijden, Maarten W.
Gelens, Edith

2016

Van der Meijden, M., Gelens, E., Murillo-Quirós, N., Fuhr, J., Gayone, E., Ascolani, H., Wurst, K., Lingenfelder, M., & Kellogg, R. (2016). Synthesis, properties, and two-dimensional adsorption characteristics of 5-amino[6]hexahelicene. Chemistry - A European Journal, 22(4), 1484-1492.

Descargar documento
Descargar documento

Artículo

A convergent synthesis of racemic 5-amino[6]hexahelicene 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.

5-amino [6] hexaheliceno; STM; UHV; Research Subject Categories::NATURAL SCIENCES::Chemistry; Cromatolografía;