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13C-NMR: l=164.53, 164.21, 140.60 (d, JC–P=10.6
Hz), 140.33 (d, JC–P=12.6 Hz), 138.76 (d, JC–P=14.0
Hz), 138.55 (d, JC–P=14.0 Hz), 135.76 (d, JC–P=22.1
Hz), 132.95 (d, JC–P=19.7 Hz), 132.92 (d, JC–P=19.7
Hz), 129.58 (d, JC–P=4.8 Hz), 128.82, 128.72, 128.62,
128.53, 128.44, 128.29, 128.26, 84.95 (d, JC–P=16.5
Hz), 81.32, 80.83 (JC–P=17.8 Hz), 80.28 (JC–P=12.0
Hz), 79.03, 78.66, 77.90, 76.32, 75.54, 74.91, 73.83,
73.30, 70.00, 69.84, 33.38, 33.08, 19.27, 19.11, 18.69,
18.55, 8.73, 4.98. 31P-NMR: l= −17.36 (d, J=6.5
Hz), −18.60 (d, J=6.7 Hz). IR (NaCl, cm−1):
w(CꢁN) 1653. [h]D20= +190.6 ° (c=0.65, CHCl3).
FABMS; m/z: 891. Anal. Found: C, 70.21; H, 6.53;
N, 3.02. Calc. for C52H60N2O2P2SiFe: C, 70.10; H,
6.79; N, 3.14%.
(m, 2H), 7.31–7.20 (m, 24H), 4.89 (s, 1H), 4.59 (t,
J=2.5 Hz, 1H), 4.09 (dd, J=9.5, 8.3 Hz, 1H), 4.00
(d, J=2.5Hz, 1H), 3.88 (dd, J=9.5, 8.0 Hz, 1H), 3.75
(s, 1H), 3.74 (m, 1H), 3.65 (m, 1H), 3.63 (d, J=2.6
Hz, 1H), 3.67 (t, J=8.5 Hz, 1H), 3.30 (t, J=7.7 Hz,
1H), 1.51 (m, 1H), 1.06 (m, 1H), 0.75 (d, J=6.8 Hz,
3H), 0.48 (d, J=6.7 Hz, 3H), 0.31 (d, J=6.7 Hz,
3H), 0.26 (d, J=6.7 Hz). 13C-NMR: l=164.78,
163.33, 140.31 (d, JC–P=13.0 Hz), 140.14 (d, JC–P
=
12.6 Hz), 139.25 (d, JC–P=15.6 Hz), 138.89 (d, JC–
P=15.4 Hz), 138.57 (d, JC–P=15.0 Hz), 135.86 (d,
JC–P=16.2 Hz), 135.74 (d, JC–P=23.5 Hz), 135.62 (d,
JC–P=20.7 Hz), 133.61 (d, JC–P=20.2 Hz), 133.56 (d,
JC–P=20.9 Hz), 133.49 (d, JC–P=19.9 Hz), 129.35,
129.28, 128.94, 128.85, 128.67, 128.58, 128.44, 128.36,
87.40 (d, JC–P=22.0 Hz), 85.48 (d, JC–P=21.1 Hz),
84.20 (d, JC–P=21.1 Hz), 77.93, 77.15, 76.68, 76.23,
75.54, 74.23, 72.72, 72.61, 70.03, 32.80, 32.57, 19.89,
18.58, 18.19, 18.00. 31P-NMR: l= −17.59, −19.67
(d, J=17.1 Hz), −20.29 (d, J=17.0 Hz). IR (NaCl,
cm−1): w(CꢁN) 1650. [h]1D8= +205.5° (c=0.82,
CHCl3). FABMS; m/z: 961. Anal. Found: C, 72.10;
H, 5.82; N, 2.83. Calc. for C58H55N2O2P3Fe: C, 72.50;
H, 5.71; N, 2.91%.
4.6. 2,2%-Bis[(S)-(4-isopropyloxazolin-2-yl)]-(PR,PR)-
1,1%-bis(diphenylphosphino)-3-(triphenylsilyl)ferrocene
((PR,PR)-3c)
Compound (PR,PR)-3c (132 mg, 0.128 mmol, 60%)
was obtained as a red solid from (PR,PR)-1 (165 mg,
0.213 mmol) and chlorotriphenylsilane (78 mg, 0.30
mmol) according to the procedure for (PR, PR)-3a;
m.p.=158 °C (dec.). 1H-NMR: l=7.62–7.16 (m,
35H), 4.83 (s, 1H), 4.62 (t, J=2.4 Hz, 1H), 4.48 (d,
J=2.4 Hz, 1H), 3.84 (d, J=2.4 Hz, 1H), 3.65 (br s,
1H), 3.56 (m, 2H), 3.24 (m, 2H) 2.97 (m, 1H), 2.84
(m, 1H), 0.90 (m, 1H), 0.83 (m, 1H), 0.53 (d, J=6.6
Hz, 3H), 0.42 (d, J=6.7 Hz, 3H), 0.22 (d, J=6.7 Hz,
6H). 13C-NMR: l=163.48 (d, JC–P=3.3 Hz), 163.32
(d, JC–P=3.3 Hz), 140.68 (d, JC–P=11.2 Hz), 140.08
(d, JC–P=14.4 Hz), 139.00 (d, JC–P=15.9 Hz), 138.91
(d, JC–P=15.9 Hz), 137.10, 136.71, 136.60, 136.34,
135.91, 135.67, 135.45, 133.45 (d, JC–P=20.4 Hz),
133.24 (d, JC–P=19.7 Hz), 130.77, 129.47, 129.18,
128.70, 128.61, 128.52, 128.41, 128.32, 128.19, 128.02,
86.64 (d, JC–P=19.7 Hz), 83.40, 82.73 (d, JC–P=21.2
Hz), 82.43 (d, JC–P=13.2 Hz), 79.44, 78.39, 76.12 (d,
4.8. 2,2%-Bis[(S)-(4-isopropyloxazolin-2-yl)]-(PR)-
1,1%,3-tris(diphenylphosphino)ferrocene ((PR)-6)
Compound (PR)-6 was obtained as a red solid from
(PR,PR)-1 (200 mg, 0.258 mmol) and chloro-
diphenylphosphine (0.065 ml, 0.36 mmol) according to
1
the procedure for (PR,PR)-3a; m.p.=118–120°C. H-
NMR: l=7.61 (m, 2H), 7.40–7.06 (m, 28H), 4.96 (s,
1H), 4.75 (t, J=2.5 Hz, 1H), 4.40 (m, 1H), 4.05–3.94
(m, 3H), 4.02 (br s, 1H), 3.70 (m, 1H), 3.36 (t, J=1.8
Hz, 1H), 3.28 (d, J=2.5 Hz, 1H), 3.13 (t, J=8.0 Hz),
1.56 (m, 1H), 0.97 (m, 1H), 0.66 (d, J=6.7 Hz, 3H),
0.26 (d, J=6.7 Hz, 3H), 0.15 (d, J=6.7 Hz, 3H).
13C-NMR: l=163.83, 163.24, 140.07 (d, JC–P=14.5
Hz), 139.78 (d, JC–P=9.5 Hz), 139.46 (d, JC–P=13.1
Hz), 139.20 (d, JC–P=16.6 Hz), 139.16 (d, JC–P=17.2
Hz), 138.66 (d, JC–P=14.6 Hz), 135.35 (d, JC–P=21.3
Hz), 135.15 (d, JC–P=22.0 Hz), 134.97 (d, JC–P=19.8
Hz), 134.36 (d, JC–P=21.7 Hz), 133.21 (d, JC–P=19.8
JC–P=3.4 Hz), 75.35, 75.03, 73.71, 73.55, 73.00, 70.34,
69.28, 33.17, 32.99, 19.35, 19.02, 18.99, 18.60. 31P-
NMR: l= −19.80 (d, J=18.3 Hz), −21.05 (d, J=
18.4 Hz). IR (NaCl, cm−1): w(CꢁN) 1654.
[h]2D0= +95.0° (c=0.20, CHCl3). FABMS; m/z: 1036.
Anal. Found: C, 74.17; H, 5.65; N, 2.84. Calc. for
C64H60N2O2P2SiFe: C, 74.27; H, 5.84; N, 2.71%.
Hz), 133.15 (d,
JC–P=20.3 Hz), 129.43, 129.21,
128.99, 128.91, 128.85, 128.78, 128.68, 128.53, 128.48,
128.45, 128.39, 128.28, 89.87 (d, JC–P=25.7 Hz), 83.61
(d, JC–P=17.1 Hz), 81.00 (d, JC–P=22.2 Hz), 79.85
(d, JC–P=13.8 Hz), 78.35, 77.23, 76.88 (d, JC–P=7.1
Hz), 75.81, 75.65, 73.56, 72.66, 70.54, 70.20, 33.54,
32.92, 19.14, 18.93, 18.66, 18.00. 31P-NMR: l= −
17.63, −18.38. IR (NaCl, cm−1): w(CꢁN) 1653.
[h]1D9= +492.1° (c=0.80, CHCl3). FABMS; m/z: 961.
Anal. Found: C, 72.81; H, 6.01; N, 3.00. Calc. for
C58H55N2O2P3Fe: C, 72.50; H, 5.71; N, 2.91%.
4.7. 2,2%-Bis[(S)-(4-isopropyloxazolin-2-yl)]-(PS)-
1,1%,3-tris(diphenylphosphino)ferrocene ((PS)-6)
Compound (PS)-6 (146 mg, 0.152 mmol, 56%) was
obtained as a red solid from (PS,PS)-1 (210 mg, 0.271
mmol) and chlorodiphenylphosphine (0.065 ml, 0.36
mmol) according to the procedure for (PR,PR)-3a;
m.p.=117–120°C. 1H-NMR: l=7.54 (m, 4H), 7.44