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JCP = 6.4 Hz; aryl CHA), 129.3 (s; cin Ph CHA), 129.0 (s;
cin Ph CHB), 127.7 (s; cin Ph CHB), 127.5 (s; cin Ph
CHB), 127.0 (s; cin Ph CHA), 126.1 (s; aryl CHB), 125.7
(s; cin Ph CHA), 125.2 (s; aryl CHA), 124.8 (s; alkenyl
CHA), 123.0 (d, JCP = 11.0 Hz; alkenyl CHA), 119.4 (m;
alkenyl CHB), 66.6 (s; morph CH2B), 64.0 (s; morph
CH2A), 56.9 (s; morph CH2A), 55.9 (s; morph CH2B),
44.1 (d, JCP = 13.4 Hz; 1ꢀAd CquatA), 41.9 (m; 1ꢀAd
CquatB), 41.5 (s; 1ꢀAd CH2B), 41.2 (s; 1ꢀAd CH2A), 36.7
(s; 1ꢀAd CH2A), 36.5 (s; 1ꢀAd CH2B), 29.2 (d, JCP = 9.3
Hz; 1ꢀAd CHA), 28.9 (d, JCP = 9.5 Hz; 1ꢀAd CHB), 26.4
(s; PdꢀCH2A), 18.6 (s; PdꢀCH2B) .31P{1H} NMR
operating at 121.5 MHz (CD2Cl2): δ 68.7, 46.5. Anal.
Calc’d. for C38H50Cl1N2O1P1Pd1: C, 63.05; H, 6.97; N,
3.87. Found: 63.19; H, 6.81; N, 4.08.
= 17.7 Hz; alkenyl CH), 117.4 (d, JCP = 32.1 Hz; aryl
quat), 115.6 (s; aryl CH), 113.9 (s; alkenyl CH), 108.1
C
(d, JCP = 9.1 Hz ; aryl CH), 64.9 (s; morph CH2), 58.4 (s;
morph CH2), 56.5 (s; OCH3), 56.2 (s; OCH3), 42.9 (d,
JCP = 12.7 Hz; 1ꢀAd Cquat), 41.4 (s; 1ꢀAd CH2), 36.2 (m;
PdꢀCH2/1ꢀAd CH2), 28.7 (d, JCP = 9.2 Hz; 1ꢀAd CH).
31P{1H} NMR (CDCl3): δ 74.7. Anal. Calc’d. for
C41H55Cl1N1O3P1Pd1: C, 62.89; H, 7.09; N, 1.79. Found:
63.11; H, 6.93; N, 1.85.
C4. Prepared by the treatment of a solution of
[Pd(cinnamyl)Cl]2 in CH2Cl2 with L4 according to the
representative procedure (vide supra). The title
compound was isolated in 87% yield as an analytically
pure yellow solid (121 mg, 0.16 mmol). 1H NMR
(CDCl3): δ 7.71ꢀ7.68 (m, 3H; ArH/cin Ph), 7.60 (m, 1H;
ArH), 7.39ꢀ7.33 (m, 3H; cin Ph), 7.23 (m, 1H; ArH),
6.68 (dd, J = 14.5, 9.2 Hz, 1H; alkenyl H), 6.32 (m, 1H;
alkenyl H), 3.80ꢀ3.76 (m, 2H; morph CH2), 3.71ꢀ3.64
(m, 2H; morph CH2), 3.55 (d, J = 9.2 Hz, 2H; PdꢀCH2),
3.48ꢀ3.41 (m, 2H; morph CH2), 3.17ꢀ3.08 (m, 2H;
morph CH2), 2.41 (s, 3H; ArꢀCH3), 2.29ꢀ2.16 (m, 6H; 1ꢀ
Ad CH2), 2.07ꢀ1.85 (m, 12H; 1ꢀAd CH/CH2), 1.74ꢀ1.56
(m, 12H; 1ꢀAd CH2). 13C{1H} NMR (CDCl3): δ 160.3
(d, JCP = 14.8 Hz; aryl Cquat), 143.9 (s; aryl Cquat), 136.6
(s; Ph Cquat), 135.2 (s; Ph CH), 129.5 (s; Ph CH), 128.8
(s; aryl CH), 128.7 (m; aryl CH), 127.9 (s; Ph CH),
126.8 (d, JCP = 7.9 Hz; aryl CH), 123.6 (d, JCP = 31.1
Hz; aryl Cquat), 122.0 (d, JCP = 17.9 Hz ; alkenyl CH),
113.2 (s; alkenyl CH), 65.0 (s; morph CH2), 58.5 (s;
morph CH2), 42.9 (d, JCP = 12.8 Hz; 1ꢀAd Cquat), 41.3 (s;
C2. Prepared by the treatment of a solution of
[Pd(cinnamyl)Cl]2 in CH2Cl2 with L2 according to the
representative procedure (vide supra). The title
compound was isolated in 90% yield as an analytically
pure yellow solid (141 mg, 0.20 mmol). 1H NMR
(CDCl3): δ 8.66 (m, 1H; ArH), 8.24 (m, 1H; ArH), 7.61ꢀ
7.56 (m, 2H; cin Ph), 7.54 (m, 1H; ArH), 7.40ꢀ7.34 (m,
2H; cin Ph), 7.30 (m, 1H; cin Ph), 6.50 (m, 1H; alkenyl
H), 6.19 (dd, J = 14.2, 7.5 Hz, 1H; alkenyl H), 4.22ꢀ2.78
(m, 10H; morph CH2/PdꢀCH2), 2.19ꢀ2.09 (m, 6H; 1ꢀAd
CH2), 1.99 (br s, 6H; 1ꢀAd CH), 1.92ꢀ1.81 (m, 6H; 1ꢀAd
CH2), 1.66 (br s, 12H; 1ꢀAd CH2). 13C{1H} NMR
(CDCl3): δ 170.0 (d, JCP = 17.2 Hz; aryl Cquat), 151.4 (s;
aryl CH), 145.5 (s; aryl CH) 135.8 (s; cin Ph Cquat),
129.5 (s; cin Ph CH), 128.5 (s; cin Ph CH), 127.7 (s; cin
Ph CH), 122.6 (s; aryl CH), 119.9 (d, JCP = 27.5 Hz; aryl
1ꢀAd CH2), 36.2 (m; PdꢀCH2/1ꢀAd CH2), 28.7 (d, JCP
=
C
quat), 118.2 (br s; alkenyl CH), 114.3 (br s; alkenyl CH),
9.3 Hz; 1ꢀAd CH), 21.7 (s; arylꢀCH3). 31P{1H} NMR
(CDCl3): δ 75.3. Crystals suitable for singleꢀcrystal Xꢀ
ray diffraction analysis were obtained via slow diffusion
of Et2O into a solution of C4 in dichloromethane. Anal.
Calc’d. for C40H53Cl1N1O1P1Pd1: C, 65.19; H, 7.25; N,
1.90. Found: 65.32; H, 7.07; N, 2.11.
63.3 (s; morph CH2), 56.7 (s; morph CH2), 42.5 (d, JCP
=
12.3 Hz; 1ꢀAd Cquat), 41.3 (s; 1ꢀAd CH2), 37.4 (br s; Pdꢀ
CH2), 28.5 (d, JCP = 9.4 Hz; 1ꢀAd CH). 31P{1H} NMR
(CDCl3): δ 63.2. Anal. Calc’d. for C38H50Cl1N2O1P1Pd1:
C, 63.05; H, 6.97; N, 3.87. Found: 63.27; H, 6.93; N,
3.62.
C5. Prepared by the treatment of a solution of
[Pd(cinnamyl)Cl]2 in CH2Cl2 with L5 according to the
representative procedure (vide supra). The title
compound was isolated in 87% yield as an analytically
pure yellow solid (121 mg, 0.16 mmol). 1H NMR
(CDCl3): δ 7.83 (m, 1H; ArH), 7.72ꢀ7.65 (m, 2H; cin
Ph), 7.56 (m, 1H; ArH), 7.37ꢀ7.30 (m, 3H; cin Ph), 7.17
(m, 1H; ArH), 6.89 (dd, J = 14.6, 8.7 Hz, 1H; alkenyl
H), 6.41 (m, 1H; alkenyl H), 3.92ꢀ3.55 (m, 8H; Pdꢀ
CH2/morph CH2), 3.07ꢀ2.91 (m, 2H; morph CH2), 2.31ꢀ
2.17 (m, 6H; 1ꢀAd CH2), 2.06ꢀ1.86 (m, 12H; 1ꢀAd
CH/CH2), 1.76ꢀ1.59 (m, 12H; 1ꢀAd CH2). 13C{1H}
NMR (CDCl3): δ 166.1 (s; aryl CH), 164.1 (s; aryl CH),
162.6 (m; aryl CH), 137.1 (s; cin Ph Cquat), 136.7 (d; JCP
= 8.6 Hz aryl Cquat), 129.3 (s; cin Ph), 128.4 (s; cin Ph
CH), 127.7 (s; cin Ph CH), 123.4 (m; alkenyl CH), 115.9
(s; alkenyl CH), 115.1 (m; aryl CH), 114.0 (m; aryl CH),
C3. Prepared by the treatment of a solution of
[Pd(cinnamyl)Cl]2 in CH2Cl2 with L3 according to the
representative procedure (vide supra). The title
compound was isolated in 91% yield as an analytically
pure orange solid (136 mg, 0.17 mmol). 1H NMR
(CDCl3): δ 7.62 (d, JCP = 7.6 Hz, 2H; cin Ph CH), 7.30ꢀ
7.22 (m, 3H; cin Ph), 7.17 (m, 1H; ArH), 7.05 (m, 1H;
ArH), 6.62 (dd, J = 14.4, 9.1 Hz, 1H; alkenyl H), 6.24
(m, 1H; alkenyl H), 3.84ꢀ3.78 (m, 6H; OCH3), 3.71ꢀ3.65
(m, 2H; morph CH2), 3.60ꢀ3.53 (m, 2H; morph CH2),
3.48ꢀ3.39 (m, 4H; PdꢀCH2, morph CH2), 3.06ꢀ2.95 (m,
2H; morph CH2), 2.19ꢀ2.09 (m, 6H; 1ꢀAd CH2), 1.96ꢀ
1.82 (m, 12H; 1ꢀAd CH/CH2), 1.65ꢀ1.55 (m, 12H; 1ꢀAd
CH2). 13C{1H} NMR (CDCl3): δ 154.5 (d, JCP = 15.1 Hz;
aryl Cquat), 152.4 (s; aryl Cquat), 147.4 (d, JCP = 5.0 Hz;
aryl Cquat), 136.7 (s; cin Ph Cquat), 129.4 (s; cin Ph CH),
128.7 (s; cin Ph CH), 127.8 (s; cin Ph CH), 121.6 (d, JCP
64.8 (s; morph CH2), 58.2 (s; morph CH2), 43.0 (d, JCP
=
6