(1,5‐Cyclooctadiene)bis(2‐Me‐allyl)ruthenium(II)

Abstract

[12289-94-0] C16H26Ru (MW 319.5) InChI = 1S/C8H12.2C4H7.Ru/c1-2-4-6-8-7-5-3-1;2*1-4(2)3;/h1-2,7-8H,3-6H2;2*1-2H2,3H3;/b2-1-,8-7-;;; InChIKey = GRYFGFSAXGLJLN-PHFPKPIQSA-N (asymmetric hydrogenation, transfer hydrogenation, alkyne addition) Physical Date: white solid (typically off-white). Solubility: soluble in THF, toluene, pentane; insoluble in alcohols. From Supplied in: white solid; Johnson Matthey (trade name Ru-124) for commercial quantities, Alfa Aesar for catalog quantities. Preparative method: the original milligram to gram synthesis is reported in the literature with modest to moderate yield.1 A very large excess of Grignard reagent was used in the synthesis.1 Analysis of Reagent Purity: this compound can be characterized by mp (80–85 °C), elemental assay, and 1H NMR and 13C NMR spectroscopy.2 1H NMR (300 MHz, C6D6, 20 °C): d 0.20 (s, 2H, anti-H of Me-allyl), 1.08-1.26 (m, 2H, CH of COD), 1.45-1.70 (m, 4H, CH2 of COD), 1.56 (s, 2H, syn-H of Me-allyl), 1.70 (s, 6H, CH3 of Me-allyl), 2.64–3.00 (m, 4H, CH2 of COD), 2.88 (s, 2H, anti-H of Me-allyl), 3.52 (d, 2H, J = 2 Hz, syn-H of Me-allyl), 3.98 (dd, 2H, J = 5, 9 Hz, CH- of COD).13C{1H} NMR (C6D6, 20 °C): d 24.74 (CH3 of Me-allyl), 26.26 and 38.34 (CH3C(CH2)2), 51.22 and 51.68 (CH2 of COD), 70.63 and 88.22 (CH- of COD), 111.49 (CH3C(CH2)2). Handling, Storage, and Precantions: sensitive to temperature and possibly to light.