Artículo
Synthesis, Properties, and Two-Dimensional Adsorption Characteristics of 5-Amino[6]hexahelicene
Van Der Meijden, Maarten W.; Gelens, Edith; Murillo Quiros, Natalia Maria
; Fuhr, Javier Daniel
; Gayone, Julio Esteban
; Ascolani, Hugo del Lujan
; Wurst, Klaus; Lingenfelder, Magalí Alejandra; Kellogg, Richard M.
Fecha de publicación:
12/2015
Editorial:
Wiley VCH Verlag
Revista:
Chemistry- A European Journal
ISSN:
0947-6539
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
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 °C 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. Stairway to heaven? In a convergent synthesis of racemic 5-amino[6]hexahelicene (see figure), cross-coupling reactions assemble a pentacyclic framework, with a metal-catalyzed ring closure as the final step. The enantiomers are separated by means of chromatography and the absolute configurations assigned by comparison of the CD spectra with hexahelicene. Furthermore, scanning tunneling microscopy (STM) on Au(111) was performed under ultrahigh vacuum.
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Articulos(CCT - PATAGONIA NORTE)
Articulos de CTRO.CIENTIFICO TECNOL.CONICET - PATAGONIA NORTE
Articulos de CTRO.CIENTIFICO TECNOL.CONICET - PATAGONIA NORTE
Citación
Van Der Meijden, Maarten W.; Gelens, Edith; Murillo Quiros, Natalia Maria; Fuhr, Javier Daniel; Gayone, Julio Esteban; et al.; Synthesis, Properties, and Two-Dimensional Adsorption Characteristics of 5-Amino[6]hexahelicene; Wiley VCH Verlag; Chemistry- A European Journal; 22; 4; 12-2015; 1484-1492
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