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Synthesis of Functionalized Mono‐, Bis‐, and Trisethynyltriptycenes for One‐Dimensional Self‐Assembly on Surfaces
Author(s) -
Sirven Agnès M.,
Garbage Romain,
Qiao Yun,
Kammerer Claire,
Rapenne Gwénaël
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201502195
Subject(s) - triptycene , alkyne , cycloaddition , block (permutation group theory) , hydrogen bond , azide , functional group , chemistry , combinatorial chemistry , materials science , nanotechnology , polymer chemistry , molecule , catalysis , organic chemistry , mathematics , combinatorics , polymer
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.