The Coupling of Pyridine and Dichloromethane Mediated by UO₂Cl₂

Abstract

Abstract.A coupling reaction between pyridine and dichloromethane has been observed in the presence of uranyl chloride and a base. The X-ray structure of the complex bis[1,1'-methylenebis(pyridinium)]-

Recent Developments in Synthesis and Structural Chemistry of Nonaqueous Actinide Complexes

“…Subsequently, a rational synthesis of this salt was developed through the coupling of pyridine and dichloromethane in the presence of uranyl(VI) chloride trihydrate and potassium hydroxide. 42 The product was collected in 61% yield and characterized by IR, 1 H, and 13 C NMR spectroscopy in addition to the crystal structure. Although possibly useful, this product does not appear to offer any significant synthetic advantages over existing uranyl tetrachloride salts, such as [Me 4 N] 2 [UO 2 Cl 4 ].…”

“…The bis[1,1′-methylenebis(pyridinium)] salt of [UO 2 Cl 4 ] 2– dichloride ( 2 ) was obtained as a byproduct from ligand complexation studies with the established [UO 2 Cl 2 (THF) 2 ] 2 starting material. Subsequently, a rational synthesis of this salt was developed through the coupling of pyridine and dichloromethane in the presence of uranyl(VI) chloride trihydrate and potassium hydroxide …”

(NH4)2[UO2Cl4]·2H2O, a new uranyl tetrachloride with ammonium charge-balancing cations

“…The other ammonium-based cations include organic-functional groups (Di Sipio et al, 1974a,b;Bois et al, 1976a,b;Gatto et al, 2004;Schnaars & Wilson, 2013;Biswas et al, 2017;Serezkhina et al, 2021). Other types of cations that charge-balance (UO 2 Cl 4 ) 2À in the CSD include pyridinium-based (Graziani et al, 1975;Bombieri et al, 1978;Marsh, 1988;Pospieszna et al, 2008;Deifel & Cahill, 2009;Baker et al, 2010;Andrews & Cahill, 2012;Lhoste et al, 2013;Hashem et al, 2013;Surbella III et al, 2016Carter et al, 2018;Mishra et al, 2019;Pyrch et al, 2020), phenanthroliniumbased (Di Sipio et al, 1981, imidazolium-based (Zalkin et al, 1983;Qu et al, 2014;Kohlgruber, 2022), and phosphoniumbased (Brown et al, 1996;Schnaars & Wilson, 2014) species. Other (UO 2 Cl 4 ) 2À complexes have crystallized in the presence of separate metal complexes (Moody & Ryan, 1979;Rogers et al, 1987Rogers et al, , 1990Pons y Moll et al, 2001;Hashem et al, 2014;Falaise et al, 2015;Zhang et al, 2017;Scho ¨ne et al, 2018), crown ethers (Wang et al, 1986;Rogers et al, 1987Rogers & Benning, 1991;Evans et al, 2002) and porphyrins (Mishra et al, 2019).…”