G. Cravotto et al. / Journal of Organometallic Chemistry 690 (2005) 2017–2026
2025
7.01 (t, 1H), 7.01 (t, 1H), 7.52 (d, 1H), 7.66 (d, 1H), 7.70
(t, 1H), 8.03 (d, 1H), 8.53 (d, 2H).
2H), 7.35 (dd, 1H), 7.43 (d, 1H), 7.69 (d, 1H), 8.42 (d,
1H), 9.89 (s, 1H); 13C NMR (CDCl3, ppm): 46.91,
49.52, 105.31, 106.64, 111.37, 115.65, 119.32, 120.33,
122.91, 126.62, 132.71, 136.93, 143.77.
2.5. Compound 6
1H NMR (CDCl3, ppm): 1.94 (s, 3H), 6.04 (d, 1H),
6.61 (t, 1H), 6.98 (t, 1H), 7.08 (s, 1H), 7.13 (t, 1H),
7.39 (d, 1H), 7.41–7.67 (m, 15H), 7.77 (t, 1H), 7.82 (d,
1H), 8.15 (d, 1H); 31P NMR (CDCl3, ppm): 30.30 (s).
2.12. Compound 13
1
Brown solid: m.p. 159 ꢁC (dec.); H NMR (CDCl3,
ppm): 2.41 (s, 3H), 2.60 (s 3H), 3.56 (s, 6H), 5.28 (s,
2H), 5.96 (s, 1H), 6.90 (t, 1H), 7.05 (t, 1H), 7.34 (d,
1H), 7.41 (d, 1H), 9.39 (s, 1H). 13C NMR (DMSO,
ppm): 12.22, 15.83, 41.31, 45.74, 107.79, 108.02,
115.50, 116.13, 118.92, 119.22, 127.04, 128.33, 137.48,
142.35, 151.19.
2.6. Compound 7
1H NMR (CDCl3, ppm): 1.97 (s, 3H), 2.46 (s, 3H),
3.45 (s, 6H), 5.40 (t, 1H), 6.32 (d, 1H), 6.96 (s, 1H),
7.05 (t, 1H), 7.11 (s, 2H), 7.41 (t, 1H), 7.53 (d, 1H),
7.66 (t, 1H), 7.74 (d, 1H), 8.08 (d, 1H).
2.13. Compound 14
2.7. Compound 8
Pale yellow solid: m.p. 125 ꢁC (dec.); 1H NMR
(CDCl3, ppm): 3.91 (s, 3H), 7.26 (s, 1H), 7.02 (m, 2H),
7.37 (d, 1H), 5.19 (d, 1H), 5.51 (d, 1H), 5.86 (s, 1H),
2.36 (s, 3H), 2.50 (s, 3H), 3.50 (t, 3H), 3.68 (t, 3H);
13C NMR (CDCl3, ppm): 12.23, 15.35, 35.71, 45.53,
46.18, 47.25, 107.23, 107.92, 109.79, 115.28, 119.02,
119.36, 127.09, 135.54, 138.78, 141.02, 151.34.
Orange solid: m.p. 147–148 ꢁC; IR: 1122, 328 cmꢀ1
;
1H NMR (CDCl3, ppm): 3.61 (s, 6H, JH–Pt = 25Hz),
6.95 (s, 1H); 7.00–8.70 (m, 7H), 9.49 (d, 1H, J = 5.8
Hz; JH–Pt = 43 Hz); 13C NMR (CDCl3, ppm): 44.6
(JPt–CH –S = 44 Hz), 104.17, 116.41, 119.00, 118.85,
120.51, 121.20, 129.51, 130.02, 138.61, 146.32, 147.91,
3
0
148.21 (JPt–C6 = 40 Hz), 158.13. Elemental analysis
2.14. Compound 15
(%): Calc.: C 35.90, H 3.01, N 5.58. Found: C 35.83,
H 3.15, N 5.71.
Orange solid: m.p. 270 ꢁC (dec.). Elemental analysis
(%): Calc.: C 45.92, H 3.85, N 11.48. Found: C 45.79,
H 3.90, N 11.08.
2.8. Compound 9
Orange solid: m.p. 193–195 ꢁC; IR: 1575, 1417 cmꢀ1
;
2.15. Compound 16
1H NMR (CDCl3, ppm): 2.33 (s, 6H), 3.62 (s, 6H); 7.85–
6.65 (m, 16 H); 13C NMR (CDCl3, ppm): 24.21, 32.11,
110.23, 120.13, 125.01, 125.63, 127.31, 139.02, 138.04,
141.46, 142.00, 150.93, 153.97, 155.23; Elemental analy-
sis (%): Calc.: C 51.56, H 3.79, N 7.52. Found: C 51.45,
H 3.57, N 7.59.
1H NMR (CDCl3, ppm): 1.27 (s, 6H), 3.15 (s, 6H),
4.43 (d, 2H), 6.08 (d, 2H), 6.28 (d, 2H), 6.55 (s, 2H),
7.07 (t, 2H), 7.14 (d, 2H), 7.23 (t, 2H), 7.80 (s, 2H),
7.82 (s, 2H); 13C NMR (CDCl3, ppm): 30.12, 32.15,
36.32, 76.29, 107.85, 110.82, 120.44, 124.61, 129.67,
132.82, 139.25, 140.74, 142.78, 143.51, 197.63.
2.9. Compound 10
Brown-orange solid: m.p. 205–207 ꢁC; IR: 277, 254
cmꢀ1. Elemental analysis (%): Calc.: C 48.16, H 3.18,
N 8.02. Found: C 47.79, H 3.33, N 7.91%.
3. X-ray structure determination
Numbers given in the X-Ray structures are only for
crystallographic purpose and are not relevant to the
nomenclature of heterocyclic compounds and metal-het-
erocyclic complexes.
Crystal data for C22H22N4O2Pd (5), f.w. 480.84,
monoclinic, space group P21/n, (no. 14), a =
2.10. Compound 11
1H NMR (CDCl3, ppm): 1.22 (t, 3H, J = 6.8 Hz),
3.65 (s, 3H), 4.22 (q, 2H, J = 6.8 Hz), 7.11–7.34 (m,
4H,), 7.38 (d, 1H), 7.83 (d, 1H), 8.28 (d, 1H) 8.77 (d,
1H). MS (EI) (70 eV) m/z: 280, 235, 207.
˚
A,
14.8019(11),
b = 8.4800(6),
c = 16.4163(12)
3
˚
b = 96.75(1)ꢁ, U = 2046.3(3) A , Z = 4, dcalc = 1.561
Mg mꢀ3, l = 0.932 mmꢀ1, F(0 0 0) 976, R = 0.035,
wR2 = 0.072 on 2587 reflections with I > 2r(I). 15,861
Intensity data (3914 unique) were measured at room
temperature on a Bruker Smart CCD diffractometer
2.11. Compound 12
1
Brown solid: m.p. 174 ꢁC (dec.); H NMR (CDCl3,
ppm): 3.67 (t, 6H), 5.52 (s, 2H), 6.44 (t, 1H), 7.05 (m,