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Synthetic Procedures ### 2.1 Ligand synthesis The following notation system for the ligand moieties has been implemented below: L = p-toluidine backbone, mes = 2,4,6-trimethylphenyl substituent, dipp = 2,6-diisopropylphenyl substituent, Ar\* = 2,6-diphenylmethyl-4methylphenyl substituent. In NMR analysis, Ph refers to aromatic. Italicised o, m, p refers to the ortho, meta and para positions, respectively. C IV refers to quaternary carbons. ## 2,6-Diphenylmethyl-4-methylaniline Para-toluidine (40 mmol, 4.36 g) and benzhydrol (80 mmol, 15.0 g) were heated to a melt (150 °C). A solution of zinc dichloride, ZnCl 2 , (20 mmol, 2.71 g) in hydrochloric acid (12 M, 3 mL) was added dropwise and the reaction was heated at reflux (433 K) for 3 h, then allowed to cool to 298 K. The product was dissolved in dichloromethane (DCM) and washed with ammonium chloride (NH 4 Cl) solution and then brine. The product was dried (NaHCO 3 , silica gel), filtered and the solvent removed in vacuo, before washing with minimum amounts of ethyl acetate, to yield a white powder (9.0 g, 59%). 2 1 H NMR: (400 MHz, CDCl 3 , 298K) δ (ppm): 2.04 (s, 3H, CH 3 ), 3.29 (s, 2H, CH(Ph) 2 ), 5.47 (s, 2H, NH2), 6.40 (s, 2H,

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Publisher

American Chemical Society (ACS)

Language

EN

Category

nonfiction