Synthesis of self-assembling resorcin[4]arene tetrasulfide adsorbates

E.U. Thoden van velzen, Johannes F.J. Engbersen, David Reinhoudt

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Abstract

The synthesis of a new type of host adsorbate possessing a large resorcin[4]arene 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 resorcin[4]arene 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. Resorcin[4]arene tetrasulfides with the following functionalities at the resorcin[4]arene 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.
Original languageEnglish
Pages (from-to)989-997
Number of pages9
JournalSynthesis (Germany)
Volume1995
Issue number8
DOIs
Publication statusPublished - 1995

Keywords

  • METIS-106633
  • IR-12377

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