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Fig. 10 Crystal structure of a [6]CPPA fullerene complex [ 21 ]
CHO
TiCl 4 ·Zn(CuI)
DME/toluen e
Ar
Ar
rt to reflux
Ar
CHO
1. Br 2 , CHCl 3
2. t- BuOK, Et 2 O
Ar
=
,
16 (16% overall)
17 (28% overall)
for 16
for 17
Fig. 11 Modified CPPA synthesis for π -extended hoops [ 22 , 23 ]
16
17
18
Fig. 12 Extended CPPAs synthesized by Kawase et al. [ 22 , 23 ]
3.3 Synthesis of More Reactive CPPAs
The stability of CPPAs to oxidative and polymeric decay falls with increasing
length of the polyyne segments [ 27 ]. As such, there is an inherent challenge in
synthesizing nanohoops with a higher ratio of sp to sp 2 carbons, approximating the
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