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under reduced pressure to give crude product. Further purification
of the product is done using column chromatography.
†Caution! During the experiments, the high pressures of O2
together with organic substrates (olefin, isobutyraldehyde and
solvent) and oxidation catalyst may give a potentially explosive
mixture.
60
5
Styrene Carbonate.18 1H NMR: δ 4.38ꢀ4.43 (1 H, m), 4.85ꢀ4.89
(1 H, t, J=8.3 Hz), 5.68ꢀ5.72 (1 H, t, J=8.1 Hz), 7.39ꢀ7.49 (5 H,
m); 13C NMR: δ 70.1, 78.1, 126.1, 129.1, 129.7, 136.2, 155.1
10 4-methyl styrene Carbonate.19 1H NMR: δ 2.29ꢀ2.35 (3 H, t),
4.35ꢀ4.41 (1 H, m), 4.82ꢀ4.88 (1 H, t), 5.65ꢀ5.70 (1 H, t), 7.36ꢀ
7.45 (4 H, m); 13C NMR: δ 20.2, 70.0, 77.9, 126.3, 130.2, 130.7,
136.1, 155.2
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15 4.48ꢀ4.53 (1 H, m), 4.63ꢀ4.68 (1 H, m), 5.02ꢀ5.09 (1 H, m), 7.07ꢀ
7.11 (2 H, m), 7.17ꢀ7.22 (3 H, m); 13C NMR: 41.1, 70.0, 79.8,
128, 129.2, 130.3, 138.1, 155.7.
Cyclohexene Carbonate.18 1H NMR: δ 1.4ꢀ1.63 (4 H, m), 1.79ꢀ
1.91 (4 H, m), 4.62ꢀ4.81 (2 H, m); 13C NMR: δ 18.9, 26.8, 75.6,
20 155.5
Propylene Carbonate.18 1H NMR: δ 3.8ꢀ4.0 (3 H, d), 4.4ꢀ4.47 (1
H, m), 4.62ꢀ4.66 (1 H, m), 5.1ꢀ5.3 (1 H, m); 13C NMR: δ 43.5,
66.9, 74.2, 154.4
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1
Cyclohexyl Ethylene Carbonate (Fig. S2 & S3). H NMR: δ
25 1.18 (2H, m), 1.21ꢀ1.32 (1H, m), 1.32ꢀ1.46 (2 H, m), 1.65ꢀ1.76 (4
H, m), 1.89 (2 H, m), 4.36 (1 H, m), 4.51 (1 H, m), 4.73 (1 H, m);
13C NMR: δ 25.99 , 27.26 , 27.74 , 38.38 , 66.04 , 83.61 , 155.19.
Chloropropylene Carbonate.18 1H NMR: δ 3.74ꢀ3.87 (2 H, m),
4.38ꢀ4.43 (1 H, m), 4.60ꢀ4.64 (1 H, m), 5.0ꢀ5.1 (1 H, m); 13C
30 NMR: δ 43.9, 67.1, 74.7, 154.9
1-Butylene Carbonate.18 1H NMR: δ 0.93 (3 H, t), 1.51 (1 H, m),
1.90ꢀ2.02 (1 H, m), 4.45ꢀ4.57 (2 H, m), 4.71 (1 H, t); 13C NMR: δ
8.65, 25.81, 70.05, 81.34, 155.39.
100 14. a) L. Ji, L. Zhou, X. Bai, Y. Shao, G. Zhao, Y. Qu, C. Wang and Y.
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Acknowledgement
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35 The authors, SK and NS thank to Director, CSIRꢀIndian Institute
of Petroleum for granting permission to publish these results. We
acknowledge CSIR, New Delhi for providing research
fellowship. DST, New Delhi is kindly acknowledged for funding.
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Notes and references
40 aChemical Sciences Division, CSIR-Indian Institute of Petroleum,
Dehradun-248005, India; Fax: +91-135-2660202; Tel: +91-135-
bAnalytical Sciences Division, CSIR-Indian Institute of Petroleum,
Dehradun-248005, India; Fax: +91-135-2660202; Tel: +91-135-
45 2525788.
† Electronic Supplementary Information (ESI) available: [FTꢀIR Spectra
of Catalysts]. See DOI: 10.1039/b000000x/
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