Downstream synthetic route of 1271-51-8

1271-51-8, As the paragraph descriping shows that 1271-51-8 is playing an increasingly important role.

1271-51-8, Vinylferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Vinylferrocene (1.50 g, 7.07 mmol), 4-iodobenzaldehyde(0.684 g, 2.95 mmol), palladium(II) acetate (0.0331 g,0.147 mmol) and tri-o-tolyl-phosphine (0.224 g, 0.767 mmol) weredissolved in a 1:10 solution (v/v) of triethylamine and acetonitrile (30 ml). The dark red reaction mixturewas stirred under N2 at 82 Cfor 24 h. After cooling, the solvent was removed and resulting redresidue was dissolved in 25 ml DCM and 25 ml water added. Theorganic layer was separated and the aqueous layer washed withDCM (3 25 ml). The organic fractions were combined, stirred overanhydrous MgSO4 and removed by gravity filtration. The filtratewas collected and the solvent removed to give a dark red residue.The product was purified by column chromatography, initially usinga solvent system of 100percent petroleum ether, followed by 50:50mixture of petroleum ether (40-60 C) and DCM. The desiredproduct (1) was isolated as a dark red powder (0.680 g, 73percent). Mp:decomposition without melting, onset at 110 C. 1H NMR(399.951 MHz, CDCl3): d (ppm) 9.97 (s, 1H, CHO), 7.83 (d, 2H,J 8.3 Hz, ArH), 7.56 (d, 2H, J 8.4 Hz, ArH), 7.07 (d, 1H, J 16.1 Hz,HC]CH), 6.73 (d, 1H, J 16.1 Hz, HC]CH), 4.51 (t, 2H, Cp), 4.35 (t,2H, Cp), 4.16 (s, 5H, Cp). 13C{1H} NMR (100.635 MHz, CDCl3):d (ppm) 191.55, 144.07, 134.67, 131.52, 130.32, 126.07, 124.60,82.25, 69.76, 69.38, 67.37. IR (KBr, cm1) n 1693 (C]O), 1630 (C]C). EI-MS: m/z 316 ([M], 100percent). Elemental Analysis forC19H16FeO0.5H2O calculated C, 70.18; H, 5.27, found C, 70.39; H,5.07percent.

1271-51-8, As the paragraph descriping shows that 1271-51-8 is playing an increasingly important role.

Reference£º
Article; Baartzes, Nadia; Stringer, Tameryn; Seldon, Ronnett; Warner, Digby F.; De Kock, Carmen; Smith, Peter J.; Smith, Gregory S.; Journal of Organometallic Chemistry; vol. 809; (2016); p. 79 – 85;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
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