Synthesis, properties, and two-dimensional adsorption characteristics of 5-amino[6]hexahelicene
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Date
Authors
Van der Meijden, Maarten W.
Gelens, Edith
Murillo-Quirós, Natalia
Fuhr, Javier D.
Gayone, Esteban
Ascolani, Hugo
Wurst, Klaus
Lingenfelder, Magalí
Kellogg, Richard M.
Journal Title
Journal ISSN
Volume Title
Publisher
Willy
Abstract
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.
Description
Artículo
Citation
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.