Alternating 2,6-/3,5-substituted pyridine-acetylene macrocycles: π-stacking self-assemblies enhanced by intermolecular dipole-dipole interaction.
Org Lett
; 16(3): 828-31, 2014 Feb 07.
Article
em En
| MEDLINE
| ID: mdl-24446734
ABSTRACT
Macrocyclic compounds consisting of three 2,6-pyridylene and three 3,5-pyridylene units linked by acetylene bonds were synthesized by a Sonogashira reaction. The X-ray structures showed π-stacked pairs of two macrocycles, in which a 2,6-pyridylene unit of the one molecule overlaps a 3,5-pyridylene of the other molecule because of dipole-dipole interaction. Atomic force microscope (AFM) measurements revealed fibril structures indicating the stacking of the rigid planar macrocycles. Hydrogen-bonding ability of the macrocyclic inside was demonstrated by the addition of octyl ß-D-glucopyranoside.
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Base de dados:
MEDLINE
Assunto principal:
Piridinas
/
Acetileno
/
Compostos Macrocíclicos
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article