Synthesis of Functionalized Mono-, Bis-, and Trisethynyltriptycenes for One-Dimensional Self-Assembly on Surfaces.
This paper describes the synthesis of triptycene-based building blocks that are able to interact through hydrogen bonds to form one-dimensional self-assembled motifs on surfaces. We designed 9,10-diethynyltriptycene derivatives functionalized at the ethynyl end groups by a variety of hydrogen-bonding groups for homomolecular recognition and complementary building blocks for heteromolecular recognition. We also present the synthesis of bis- and trisethynyltriptycenes with terminal alkyne functional groups available for on-surface azide-alkyne cycloaddition reaction to expand the potential of the triptycene building block.
NanoSciences Group, CEMES, CNRS UPR 8011, 29 rue J. Marvig, 31055 Toulouse (France).
Agnès M
AM
Sirven
NanoSciences Group, CEMES, CNRS UPR 8011, 29 rue J. Marvig, 31055 Toulouse (France).
Romain
R
Garbage
NanoSciences Group, CEMES, CNRS UPR 8011, 29 rue J. Marvig, 31055 Toulouse (France).|Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST, Ikoma, Nara 630-0192 (Japan).
Yun
Y
Qiao
NanoSciences Group, CEMES, CNRS UPR 8011, 29 rue J. Marvig, 31055 Toulouse (France).|Université de Toulouse, UPS, 29 rue J. Marvig, 31055 Toulouse (France).
Claire
C
Kammerer
NanoSciences Group, CEMES, CNRS UPR 8011, 29 rue J. Marvig, 31055 Toulouse (France). rapenne@cemes.fr.|Université de Toulouse, UPS, 29 rue J. Marvig, 31055 Toulouse (France). rapenne@cemes.fr.
Gwénaël
G
Rapenne
Sonogashira coupling; alkynes; anthracenes; hydrogen bonds; triptycenes