Synthesis of (hemi)carceplex adsorbates for self-assembly on gold


Huisman, Bart-Hendrik and Rudkevich, Dmitry M. and Farran, Angeles and Verboom, Willem and Veggel, Frank C.J.M. van and Reinhoudt, David N. (2000) Synthesis of (hemi)carceplex adsorbates for self-assembly on gold. European Journal of Organic Chemistry, 2000 (2). pp. 269-274. ISSN 1434-193X

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Abstract:The synthesis of sulfide-functionalized (hemi)carceplexes suitable for self-assembly on gold is described. A noncentrosymmetrical carceplex 9 (guest DMF) was synthesized by the combination of calix[4]arene 4 and resorcin[4]arene 3, while a noncentrosymmetrical hemicarceplex 12 (guest NMP) was prepared by the combination of two different resorcin[4]arenes, 3 and 10. These adsorbates form ordered self-assembled monolayers on gold with their quasi C4v axis perpendicular to the surface. The two positions possible for the incarcerated guest lead to diastereotopic surfaces.
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Copyright:© 2000 WILEY-VCH Verlag
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