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9.5
Experimental Procedures
9.5.1
Synthesis of the Organometallic Acceptor “Clip” 1
(1198.8 mg, 1.75 mmol) and 1,8-
diethynylanthracene (113.0 mg, 0.5 mmol) were added to a 100 mL
round-bottom Schlenk flask and the flask was put under a vacuum.
Then, nitrogen was purged into the flask. A total of 20 mL of dry and
degassed toluene and 10 mL of dry and deoxygenated diethylamine
were added. The solution was stirred for 10 min at room temperature
before 20.0 mg of CuI was added in one portion under nitrogen. After
2 h at room temperature, a greenish yellow fluorescent precipitate
started to appear. The solvent was removed under vacuum after 16
h of stirring at room temperature. The resulting greenish yellow
residue was separated by column chromatography on silica gel with
a solvent mixture (2:1 benzene/hexane). The clip 1,8-bis[
Both
trans
-Pti
(PEt
)
2
3
2
trans
-pla
tinum(triethylphosphine)
(iodo)(ethynyl)]anthracene was isolated
in 67% yield. Anal. calcd. (found) for C
2
H
I
P
Pt
: C, 37.62 (37.59);
42
68
2
4
2
1
9.43 (s, 1H), 8.37 (s, 1H),
7.83 (d, 2H), 7.49 (d, 2H), 7.34 (d, 2H), 2.26 (q, 24H), 1.18 (t, 36H).
31
H, 5.11 (5.23).
H NMR (CDCl
, 400 MHz):
δ
3
1
P NMR (CDCl
):
δ
8.35 (s,
J
= 2756 Hz).
3
Pt-P
A solution of
“clip” 1,8-bis[
trans
-platinum(triethylphosphine)
(i
2
odo)(ethynyl)]anthracene
(100.0 mg, 0.07 mmol) in chloroform was
added to a stirred solution of silver nitrate (25.1 mg, 0.15 mmol)
in methanol. Immediately, a yellowish white precipitate appeared.
After stirring for 3 h, this precipitate was filtered through celite, and
the clear solution was evaporated to get
1
in 90% yield. Anal. calcd.
(found) for C
H
N
O
P
Pt
: C, 41.65 (41.32); H, 5.66 (5.51); N, 2.31
42
68
2
6
4
2
1
(2.19).
9.27 (s, 1H), 8.35 (s, 1H), 7.82 (d,
2H), 7.42 (d, 2H), 7.35 (d, 2H), 2.00 (q, 24H), 1.27 (t, 36H).
H NMR (CDCl
, 400 MHz):
δ
3
13
C NMR
(CDCl
132.1 (2C, anthracene), 131.8 (2C, anthracene), 130.7 (2C,
anthracene), 127.6 (2C, anthracene), 126.5 (2C, anthracene), 126.3
(2C, anthracene), 125.4 (2C, anthracene), 124.1 (2C, ethynyl), 103.3
(2C, ethynyl), 15.1 (12C, PEt
):
δ
3
31
), 8.1 (12C, PEt
).
P NMR (CDCl
):
3
3
3
1
19.06 (s,
J
= 3072 Hz).
Pt-P
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