PAPER: Synthesis of homochiral tris-indanyl molecular rods

Kjeldsen ND, Funder ED, Gothelf KV.

Org Biomol Chem. 2014 Jun 14;12(22):3679-85. doi: 10.1039/c4ob00011k. Epub 2014 Apr 25.

Aarhus University, iNANO and Department of Chemistry, Gustav Wieds Vej 14, Aarhus, 8000, Denmark. kvg@chem.au.dk.

Abstract

Homochiral tris-indanyl molecular rods designed for supramolecular surface self-assembly were synthesized. The chiral indanol moiety was constructed via a Ti-mediated alkyne trimerization. Further manipulations resulted in a homochiral indanol monomer. This was employed as the precursor for successive Sonogashira and Ohira-Bestman reactions towards the homochiral tris-indanyl molecular rods. The molecular rods will be applied for scanning tunnelling microscopy studies of their surface self-assembly and chirality.

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