Chemistry Reference
In-Depth Information
Si
O
1. TIPS-C
2
Li
2. SnCl
2
,AcOH
Br
Br
LiTMP
Br
Br
Ph
41
42
O
O
Si
Ph
Si
Si
Zn
O
O
S
i
S
i
43
44
Fig. 21 Synthesis of stabilized heptacene 44 [
56
]
Fig. 22
Left
: crystal packing of heptacene 40.
Right
: molecular structure of heptacene 40.
Reprinted with permission from [
56
]. Copyright 2008 John Wiley and Sons
the smaller TIPS-ethynyl groups (that were unable to stabilize the heptacene [
37
])
with four phenyl groups provides sufficient protection of the heptacene core.
Chun et al. also investigated the electronic structure of their heptacene 44 by
UV/vis-NIR spectroscopy and cyclic voltammetry [
56
]. The heptacene shows one
reversible reduction and one reversible oxidation step. The electrochemically
derived HOMO-LUMO gap is 1.38 eV, in good agreement with the gap derived