The synthesis of the novel compound PhCH2SS(C24H44N4O10)(C20H41) (5) for th
e preparation of tethered bilayer membranes is described. The compound is t
he all-amide analogue of the previously reported ester-containing membrane-
forming material PhCH2SS( C24H40O14)(C20H41) (1) The advanced intermediate
(C20H41) C16H28N3O8 (17) was prepared from the same starting materials usin
g both solution-phase (13% yield) and solid-phase (81% yield) techniques. M
onolayers on gold derived from 5 have been analyzed by ellipsometry and FTI
R. The monolayers exhibit thicknesses similar to monolayers derived from 1
and possess H-bonded amide functionality.