their adjacent atoms. The triptycene motifs in 62 linking these planes are located in
the square corner.
In addition, the [2]rotaxane based on triptycene-derived tetralactam macrocycle
could also self-assemble into a tubular structure in the solid state via the typical
hydrogen bonds between the amide protons of the hosts and the carbonyl oxygen
58a (n = 1)
59a (n = 4)
58b (n = 1)
59b (n = 4)
+
57a (n = 1); 57b (n = 4)
N
+
N
+
OH
t-Bu
t-Bu
2PF 6
-
35d
+
3,5-di-tert-butylbenzoic anhydride,
(n-Bu) 3 P, CHCl 3 /CH 3 CN (2:1, v/v), r.t.
Triptycene rim
Naphthyridine rim
major
minor
61
N
+
O
OH
t-Bu
t-Bu
+
PF 6
-
60
35d
(a)
(b)
n
3,5-di-tert-butylbenzoic anhydride,
(n-Bu) 3 P, CHCl 3 /CH 3 CN (2:1, v/v), r.t.
Scheme 12 (a) [2]Rotaxanes 58–59 formed by directional threading. (b) [2]Rotaxane 61 formed
by unidirectional threading. (Reprinted with permission from [36]. Copyright 2018 American
Chemical Society)
Fig. 18 Packing structure of 40d
6 Triptycene-Derived Macrocyclic Arenes
165