Synthesis and Structure of Intramolecularly Hydrogen Bonded Dendrons
- 5 January 2000
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (3) , 239-242
- https://doi.org/10.1021/ol990250o
Abstract
[reaction: see text] A convenient synthesis of monodendrons whose conformation is restricted through the intervention of intramolecular hydrogen bonding and repulsive electrostatic interactions is described. X-ray crystal structure analysis of the second generation dendron shows the presence of a propeller-type secondary structure and indicates that the dendrons have assembled into a symmetrically interdigitated dimer in the solid state. 1H NMR and IR spectral data are in agreement with the presence of intramolecular hydrogen bonding between the amides and the pyridine N throughout the dendron structure in solution.Keywords
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