A novel diode molecule consisting of a-hydroxyphenyl pyridine motif was synthesized Molecular self assembly onto gold electrode surface leads to moderate rectifying behavior. The replacement of the hydroxyl proton by a methyl group leads to the disruption of intramolecular hydrogen bonding and yields a twisted molecular conformation. Comparing the current voltage characteristics between these two compounds reveals that the presence of intramolecular hydrogen bonding substantially improves the molecular conductivity.