Stereochemistry of Diphenyls. XXXI.¹ Preparation and Properties of 2,2',6,6'-Tetrafluoro-3,3'-dicarboxy-5,5'-dichlorodiphenyl

Eine neue, einfache Synthese von 2,3,5‐Trichlorpyridin

“…Herstellung von 4-Formyf-2,4,4-irichlorbuitersaureniiril (1). Eine Losung von 295 g Chloral (2 mol) und 265 g Acrylnitril ( 5 mol) werden mit 10 g Cu-Pulver (hergestellt nach [9]) gemischt und 12 Std. auf 105" erhitzt.…”

“…Dabei konnte das Additionsprodukt 1 in guter Aus- beute erhalten werden [8]. Hinsichtlich der Ausbeute an 1, als auch der Unterdriickung der Polymerisation des Acrylnitrils, erwiesen sich Cu (1)-Verbindungen, Cu-Pulver oder Cu-Bronze (hergestellt nach [9]) als am besten geeignet3). Das Additionsprodukt 1 wurde in Gegenwart von Chlorwasserstoff zum 2,3,5-Trichlorpyridin cyclisiert4).…”

Improved syntheses of non-dioxin-like polychlorinated biphenyls (PCBs) and some of their sulfur-containing metabolites

“…Freshly activated copper-bronze powder (200 mg/mmol) (Kleiderer and Adams, 1933) was added in small portions to a solution of the respective chlorinated iodobenzene 1a–b,f–i (10 mmol) and CuCl (200 mg, 20 mol%) in N-methyl-pyrrolidinone (30 mL) under nitrogen and the mixture was heated to 110 °C for 17–48 h. The reaction mixture was allowed to cool to room temperature and diluted with ethyl acetate (50 mL). The mixture was filtered over a short column of Celite to remove copper-bronze, and the column was washed with ethyl acetate (50 mL).…”

“…To a mixture of freshly activated copper-bronze powder (200 mg/mmol) (Kleiderer and Adams, 1933), CuCl (40 mg, 20 mol%) and 2,4-dichloro-iodobenzene 1b (0.55 g, 2.0 mmol), a solution of 1-iodo-2-nitrobenzene 1j (0.25 g, 1.0 mmol) in N-methyl-pyrrolidinone (10 mL) was added drop wise over a 8 h period under nitrogen while the reaction mixture was heated at 110 °C. The mixture was allowed to stir for an additional 16 h at that temperature, after which it was cooled to room temperature and diluted with ethyl acetate (15 mL).…”

Isolation of Macrocyclic Metacyclophanes From the Attempted Synthesis of [7.0]Metacyclophanes of the Myricanone Series by Thorpe-Ziegler - Intramolecular Cyclization of Diaryls Substituted by ω-Cyanoalkyl Chains

“…[21] The sealed tube was heated to 180°C for 5 h. The cooled reaction mass was then triturated with dichloromethane and the Cu was removed by filtration. After removal of the solvent, the residue was triturated under diethyl ether to induce crystallization of the bicarbaldehyde 16 (244 mg, 62%), m.p.…”