Chemistry Reference
In-Depth Information
1.
n
BuLi
Et
2
O
-78˚C to rt
2. NaH MeI
THF
54˚C
Br
Br
Br
Br
O
O
MeO
OMe
+
36%
80
81
82
Ni(cod)
2
bpy
DMF
85˚C
2%
OMe
MeO
MeO
OMe
Li(granular)
THF, rt
59%
[9]CN
MeO
OMe
83
Fig. 41 Synthesis of a benzannulated CPP, [9]CN [
47
]
long fluorescence lifetime of
65-75 ns [
66
]. These cores have been
functionalized and applied as chromophores [
69
]. Nakamura's synthesis opened
the way for a host of selectively-functionalized fullerenes containing both molecu-
lar belts and corrannulene derivatives [
66
,
67
], and the properties of these have been
extensively studied and employed in liquid crystal and OLED applications [
65
,
70
].
τ ¼
6 Cyclacenes
Just as cycloparaphenylenes and cyclophenacenes represent the unit cycles of
armchair carbon nanotubes of the type (
n
,
n
), cyclacenes are the shortest possible
members of the zigzag nanotube family of (
n
,0) (Fig.
44
).
To date there has been no synthesis of these incredibly strained, fully fused
structures. There have, however, been notable attempts that provide insight to the
difficult synthesis and unstable nature of these elusive hydrocarbons.
