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

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

Research output: Contribution to journalArticleAcademic

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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

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Adsorbates
Ethers
Monolayers
Gold
Self assembly
Esters
Methyl Ethers
Sulfides
Ether
resorcinarene

Keywords

  • METIS-106633
  • IR-12377

Cite this

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title = "Synthesis of self-assembling resorcin[4]arene tetrasulfide adsorbates",
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.",
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author = "{Thoden van velzen}, E.U. and Engbersen, {Johannes F.J.} and David Reinhoudt",
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Synthesis of self-assembling resorcin[4]arene tetrasulfide adsorbates. / Thoden van velzen, E.U.; Engbersen, Johannes F.J.; Reinhoudt, David.

In: Synthesis (Germany), Vol. 1995, No. 8, 1995, p. 989-997.

Research output: Contribution to journalArticleAcademic

TY - JOUR

T1 - Synthesis of self-assembling resorcin[4]arene tetrasulfide adsorbates

AU - Thoden van velzen, E.U.

AU - Engbersen, Johannes F.J.

AU - Reinhoudt, David

PY - 1995

Y1 - 1995

N2 - 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.

AB - 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.

KW - METIS-106633

KW - IR-12377

U2 - 10.1055/s-1995-4021

DO - 10.1055/s-1995-4021

M3 - Article

VL - 1995

SP - 989

EP - 997

JO - Synthesis (Germany)

JF - Synthesis (Germany)

SN - 0039-7881

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ER -