As a common heterocyclic compound, it belong catalyst-palladium compound,Tris(dibenzylideneacetone)dipalladium-chloroform,52522-40-4,Molecular formula: C52H43Cl3O3Pd2,mainly used in chemical industry, its synthesis route is as follows.,52522-40-4
To 64.3 mg (0.278 mmol) of TTbQ-Me dissolved in anhydrous acetone (20 ml) in a two necked flask, 30 mg (0.278 mmol) of p-benzoquinone and 120 mg (0.116 mmol) of Pd2DBA3CHCl3 were added in sequence under inert atmosphere (Ar). The resulting mixture was stirred in the dark for 30 min, filtered on a celite filter and evaporated under vacuum to a small volume. Addition of Et2O induces the precipitation of the complex which was filtered off and dried in a desiccator for 5 h. 82.2 mg of the title compound as a red solid were obtained (yield 80percent). 1H NMR (CDCl3, T 298 K, ppm) d: 1.37 (s, 9H, tBu), 2.99 (s, 3H,CH3 quinoline), 5.62 (broad AB system, 4H, CH]CH), 7.51 (d, 1H,J 8.4 Hz, H3), 7.58 (dd, 1H, J 8.1, 7.3 Hz, H6), 7.93 (dd, 1H, J 8.1,1.3 Hz, H5), 8.02 (dd, 1H, J 7.3, 1.3 Hz, H7), 8.22 (d, 1H, J 8.4 Hz,H4).13C{1H} NMR (CDCl3, T 298 K, ppm) d: 29.6 (CH3, CH3 quinoline),30.9 (CH3, CMe3), 54.6 (C, CMe3), 100.5 (bs, CH, CH]CH), 123.8 (CH, C3), 125.9 (CH, C6), 128.0 (C, C10), 130.3 (C, C8), 130.6 (CH, C5),138.3 (CH, C4), 138.8 (CH, C7), 149.4 (C, C9), 165.0 (C, C2), 186.9 (C,CO), 188.4 (C, CO).1H NMR (CD2Cl2, T 193 K, ppm) d: 1.26 (s, 9H, tBu), 2.87 (s, 3H,CH3 quinoline), 4.71 (d, 1H, J 5.8 Hz, CH]CH), 4.92 (d, 1H, J 5.8 Hz,CH]CH), 6.10 (d, 1H, J 9.8 Hz, CH]CH), 6.22 (d, 1H, J 9.8 Hz,CH]CH), 7.51 (d, 1H, J 8.4 Hz, H3), 7.58 (dd, 1H, J 8.1, 7.3 Hz, H6),7.96 (dd, 1H, J 8.1, 1.3 Hz, H5), 8.01 (dd, 1H, J 7.3, 1.3 Hz, H7), 8.26(d, 1H, J 8.4 Hz, H4).13C{1H} NMR (CD2Cl2, T 193 K, ppm) d: 29.0 (CH3, eCH3 quinoline),30.3 (CH3, CMe3), 54.9 (C, CMe3), 63.5 (s, CH, CH]CH), 67.6 (s,CH, CH]CH), 124.2 (CH, C3), 126.2 (CH, C6), 127.9 (C, C10), 128.9 (C,C8), 131.1 (CH, C5), 134.5 (s, CH, CH]CH), 135.3 (s, CH, CH]CH),138.8 (CH, C4), 139.2 (CH, C7), 149.2 (C, C9), 165.0 (C, C2), 186.6 (C,CO), 188.3 (C, CO). IR (KBr pellets): -CN 1575, nCO 1613; 1636 cm1. Anal calc. for C20H21NO2PdS: C, 53.88; H, 4.75; N, 3.14. Found C,53.71; H, 4.79; N, 3.01percent.
With the synthetic route has been constantly updated, we look forward to future research findings about Tris(dibenzylideneacetone)dipalladium-chloroform,belong catalyst-palladium compound
Reference£º
Article; Canovese, Luciano; Visentin, Fabiano; Santo, Claudio; Bertolasi, Valerio; Journal of Organometallic Chemistry; vol. 749; (2014); p. 379 – 386;,
Chapter 1 An introduction to palladium catalysis
Palladium/carbon catalyst regeneration and mechanical application method