The catalytic activity of new iridium(I) N-heterocyclic carbene complexes for hydrogen…
293
Chloro(μ4‑1,5‑cyclooctadiene)[1,3‑bis(4‑methylbenzyl)‑
benzimidazol‑2‑ylidene]iridium(I) (2a, C31H34ClIrN2) Yield:
0.27 g (78%); m.p.: 232–233 °C; IR: ꢀ =1600 (CN) cm−1; 1H
NMR (300 MHz, CDCl3): δ=1.39–2.17 (m, 8H, CHCH2),
2.60 (s, 6H, CH2C6H4(CH3)-4), 2.90 and 4.73 (p, 4H,
CHCH2), 5.74 and 6.44 (d, 4H, J = 6 Hz, CH2C6H4(CH3)-4),
6.82–7.31 (m, 12H, C6H4(CH3)-4 and C6H4) ppm; 13C NMR
(100 MHz, CDCl3): δ = 19.6, 19.7, (CH2C6H4(CH3)-4),
29.1, 33.4, 49.8, 53.0 (CHCH2), 87.1 (CHCH2), 110.9,
112.2 (CH2C6H4(CH3)-4), 122.8, 124.5, 125.8, 126.7,
127.4, 128.5, 130.4, 131.1, 132.6, 134.3, 135.0, 135.2
(C6H4(CH3)-4 and C6H4), 193.5 (Ir-Ccarb) ppm.
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Chloro(μ4‑1,5‑cyclooctadiene)[1,3‑bis(3,5‑dimethylbenzyl)‑
benzimidazol‑2‑ylidene]iridium(I) (2b, C33H40ClIrN2) Yield:
0.29 g (82%); m.p.: 239–240 °C; IR: ꢀ =1603 (CN) cm−1;
1H NMR (300 MHz, CDCl3): δ = 1.28–1.80 (m, 8H,
CHCH2), 2.21 (s, 12H, CH2C6H4(CH3)2-3,5), 2.86 and 4.68
(q, 4H, CHCH2), 5.85–6.0 (m, 4H, CH2C6H4(CH3)2-3,5),
6.85–7.19 (m, 10H, C6H4(CH3)2-3,5 and C6H4) ppm; 13C
NMR (100 MHz, CDCl3): δ=21.3, (CH2C6H4(CH3)2-3,5),
29.2, 33.4, 52.5 (CHCH2), 86.9 (CHCH2) 111.1 (CH2C6H
4(CH3)2-3,5), 122.4, 125.0, 127.1, 129.4, 135.2, 135.9, 138.3
(C6H4(CH3)2-3,5 and C6H4), 192.7 (Ir-Ccarb) ppm.
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Organomet Chem 198:87
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Chloro(μ4‑1,5‑cyclooctadiene)[1‑(2,3,4,5,6‑pentameth‑
ylbenzyl)‑3‑(4‑tert‑butylbenzyl)benzimidazol‑2‑ylidene]‑
iridium(I) (2c, C38H48ClIrN2) Yield: 0.31 g (80%); m.p.:
246–247 °C; IR: ꢀ =1443 (CN) cm−1; 1H NMR (300 MHz,
CDCl3): δ = 1.22 (s, 9H, CH2C6H4[C(CH3)3-4]), 1.55–
1.85 (m, 8H, CHCH2), 2.21 (d, 15H, J = 6 Hz, CH2C6
(CH3)5-2,3,4,5,6), 2.85–4.74 (m, 4H, CHCH2), 5.74–
6.35 (m, 4H, s, 2H, CH2C6H4[C(CH3)3–4]) and CH2C6
(CH3)5-2,3,4,5,6), 6.70–7.27 (m, 8H, CH2C6H4[C(CH3)3-4]
and C6H4) ppm; 13C NMR (100 MHz, CDCl3): δ = 15.3,
16.9, 17.2 (CH2C6(CH3)5-2,3,4,5,6), 31.2, 31.3, 33.5, 34.6
(CHCH2), 47.7, 53.9 (CH2C6H4[C(CH3)3-4]), 65.7, 72.1
(CHCH2), 86.5 (CH2C6(CH3)5-2,3,4,5,6), 111.3 (CH2C6H
4[C(CH3)3-4]), 112.3, 124.1, 124.4, 125.9, 126.4, 126.8,
131.9, 133.9, 134.4, 137.5, 151.4 (CH2C6H4[C(CH3)3-4],
[CH2C6(CH3)5-2,3,4,5,6] and C6H4), 192.8 (Ir-Ccarb) ppm.
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ÖZDEMİR, Prof. Dr. Nevin GÜRBÜZ and Prof. Dr. Sedat Yaşar for
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