Solution- and solid-phase synthesis of components for tethered bilayer membranes.
The synthesis of the novel compound PhCH(2)SS(C(24)H(44)N(4)O(10))(C(20)H(41)) (5) for the preparation of tethered bilayer membranes is described. The compound is the all-amide analogue of the previously reported ester-containing membrane-forming material PhCH(2)SS(C(24)H(40)O(14))(C(20)H(41)) (1). The advanced intermediate (C(20)H(41)) C(16)H(28)N(3)O(8) (17) was prepared from the same starting materials using both solution-phase (13% yield) and solid-phase (81% yield) techniques. Monolayers on gold derived from 5 have been analyzed by ellipsometry and FTIR. The monolayers exhibit thicknesses similar to monolayers derived from 1 and possess H-bonded amide functionality.
Bendavid
A
A
Cooperative Research Centre for Molecular Engineering and Technology, 126 Greville Street, Chatswood, NSW, 2067, Australia.
Burns
C J
CJ
Field
L D
LD
Hashimoto
K
K
Ridley
D D
DD
Sandanayake
K R
KR
Wieczorek
L
L