173035-10-4, 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Complex 1e was synthesized similarly as reported for the(5-C5Me5) complex by Ritleng et al. [4e]. A hexane solution ofn-BuLi (2.5 mL, 5.1 mmol) was added to a THF (5 mL) solution of1,3-bis(1,1-dimethylbut-3-enyl)cyclopentadiene (4.83 mmol). Theresulting mixture was stirred for 2 h at ambient temperature. Thissolution was added to a solution of [Ni(acac)2] (1.199 g, 4.67 mmol)in THF (10 mL) at -78C. The color changed immediately fromgreen to red and a suspension of 1,3-dimesitylimidazolinium chlo-ride [12] (1.693 g, 4.96 mmol) in THF (10 mL) was quickly added atthis temperature. The reaction mixture was allowed to warm up to ambient temperature and stirred for a further 2 h. The volatileswere removed under reduced pressure. The solid residue wasextracted with hexane (20 mL) and filtered through Celite. Com-plex 1e was isolated by crystallization as a red, microcrystallinesolid. Yield: 2.40 g (3.82 mmol, 79%).1H NMR (CDCl3, 400 MHz) (ppm) = 7.04 (s, 4H, Ar), 5.51-5.62 (m, 2H, CH ), 4.88-4.90 (m,4H, CH2), 4.14 (s, 1H, C5H3), 3.82 (s, 4H, NCH2), 3.62 (s, 2H,C5H3), 2.37 (s, 12H, o-CH3), 2.35 (s, 6H, p-CH3), 2.01 (m, 2H, CH2),1.84 (m, 2H, CH2), 0.85 (s, 6H, CH3), 0.71 (s, 6H, CH3).13C{1H}NMR (CDCl3, 101 MHz) (ppm) = 204.0 (NCN), 138.3 ( CH ) 137.8,137.2, 136.4, 132.1, 129.9 (Ar and C5H3), 116.1 ( CH2), 91.2 (C5H3),76.5 (C5H3), 51.25 (NCH2), 49.00 (CH2), 33.40 (C(CH3)2), 28.84,26.39 (CH3), 21.02, 18.80 (o- and p-CH3). MS (EI, 70 eV) m/z (rel.int.%) (58Ni) 628 (M+, 10), 516 (M+-C8H16, 26), 361 (M+-C20H27,100). HRMS (EI) for C38H51N235Cl58Ni: calc. 628.30942, found628.30983. C38H51N2ClNi Calc. (%) C 72.45, H 8.15, N 4.44, foundC 72.41, H 8.08, N 4.38. Crystals suitable for X-ray measurementwere grown from a concentrated solution in n-heptane/THF at 4C., 173035-10-4
173035-10-4 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride 2734917, achiral-catalyst compound, is more and more widely used in various fields.
Reference£º
Article; Buchowicz, W?odzimierz; Conder, Joanna; Hryciuk, Dymitr; Zachara, Janusz; Journal of Molecular Catalysis A: Chemical; vol. 381; (2014); p. 16 – 20;,
Chiral Catalysts
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