This paper describes physical-organic studies of charge
transport
by tunneling through self-assembled monolayers (SAMs), based on systematic
variations of the structure of the molecules constituting the SAM.
Replacing a −CH2CH2– group with
a −CONH– group changes the dipole moment and polarizability
of a portion of the molecule and has, in principle, the potential
to change the rate of charge transport through the SAM. In practice,
this substitution produces no significant change in the rate of charge
transport across junctions of the structure AgTS-S(CH2)
m
X(CH2)
n
H//Ga2O3/EGaIn (TS = template
stripped, X = −CH2CH2– or −CONH–,
and EGaIn = eutectic alloy of gallium and indium). Incorporation of
the amide group does, however, increase the yields of working (non-shorting)
junctions (when compared to n-alkanethiolates of
the same length). These results suggest that synthetic schemes that
combine a thiol group on one end of a molecule with a group, R, to
be tested, on the other (e.g., HS∼CONH∼R) using an amide-based
coupling provide practical routes to molecules useful in studies of
molecular electronics.