fullerenes, and organic dyes but also wide potential applications in molecular
recognition and self-assembly. Especially, we developed a new kind of chiral
macrocyclic arenes named as helicarenes based on chiral 2,6-dihydroxylsubstituted triptycene subunits bridged by methylene groups. It was found that
the helicarenes exhibited convenient synthesis, high stability, good solubility,
fixed conformation, easy functionalization, and wide complexation with different
kinds of chiral and achiral organic guests. Especially, the switchable
O
O
O
O
O
O
O
O
N
O
O
O
N
H
O
P- or M-84
O
N
O
O
H
N
O
N
H
O
O
O
N
O
=
P- or M-85
O
O
O
O
O
N
O
H
N
O
N
H
O
O
O
N
O
P- or M-86
(b)
84
84-H
+
1-MEH
1-SP
1-SP
1-MEH
(a)
sunlight
dark
O
(c)
O
O
O
O
O
O
O
O
O
O
O
O
Fig. 29 (a) Structures of chiral rotaxanes 84–86, (b) light-driven shuttle motion of 84 by PIPT
strategy, and (c) sustainability of photo-controlled motion. (Reprinted with permission from [48].
Copyright 2018 American Chemical Society)
6 Triptycene-Derived Macrocyclic Arenes
177