The synthesis of a new type of host adsorbate possessing a large resorcinarene headgroup and four di-n-decyl sulfide chains underneath is described. The cross-sectional area of the alkyl chains is equal or larger than that of the headgroups which makes these resorcinarene tetrasulfides suitable for self-assembly onto gold surfaces to form well-packed monolayers of which the outer interface is composed of receptor sites and the alkyl chains underneath the cavity headgroups passivate the gold surface. Resorcinarene tetrasulfides with the following functionalities at the resorcinarene headgroup were synthesized: methylene ether (the so-called cavitand), methyl ether, 2-fluoroethyl, several carboxyl esters, N-propylacetamide and hydroxy. New receptor adsorbates for self-assembling monolayers are described.
Thoden van velzen, E. U., Engbersen, J. F. J., & Reinhoudt, D. (1995). Synthesis of self-assembling resorcinarene tetrasulfide adsorbates. Synthesis (Germany), 1995(8), 989-997. https://doi.org/10.1055/s-1995-4021