Bosch Eric
Chemistry and Biochemistry Department Missouri State University, 901 South national Avenue Springfield MO 65897 USA.
Acta Crystallogr E Crystallogr Commun. 2025 May 13;81(Pt 6):492-496. doi: 10.1107/S2056989025004025. eCollection 2025 Jun 1.
The structures of four palladium complexes serendipitously isolated after palladium-catalyzed Sonogashira coupling of aryl iodides with terminal alkynes are reported, namely [3,5-bis-(tri-fluoro-meth-yl)phen-yl]iodido-bis-(tri-phenyl-phosphane)palladium(II), [Pd(CHF)I(CHP)], , (3,5-di-nitro-phen-yl)iodido-bis-(tri-phenyl-phosphane)palladium(II) ethyl acetate monosolvate, [Pd(CHNO)I(CHP)]·CHO, , (2,3,4-di-fluoro-phen-yl)iodido-bis-(tri-phen-yl-phosphane)palladium(II), [Pd(CHF)I(CHP)], , and (2,4,6-di-fluoro-phen-yl)iodido-bis-(tri-phenyl-phosphane)palladium(II) di-chloro-methane disolvate, [Pd(CHF)I(CHP)]·2CHCl, . These complexes were isolated as red/orange crystals that co-eluted with the organic products of each reaction during flash chromatography. These complexes are oxidative addition products ArPdI(PPh) where Ar = 3,5-bis-(tri-fluoro-meth-yl)phenyl, 3,5-di-nitro-phenyl, 2,3,4-tri-fluoro-phenyl and 2,4,6-tri-fluoro-3,5-di-iodo-phenyl. The isolation of these complexes provides some insight into the possible fate of the palladium catalyst.
报道了在芳基碘化物与端炔的钯催化Sonogashira偶联反应后意外分离出的四种钯配合物的结构，即[3,5-双（三氟甲基）苯基]碘代双（三苯基膦）钯（II），[Pd(CHF)I(CHP)]， ，（3,5-二硝基苯基）碘代双（三苯基膦）钯（II）乙酸乙酯单溶剂化物，[Pd(CHNO)I(CHP)]·CHO， ，（2,3,4-三氟苯基）碘代双（三苯基膦）钯（II），[Pd(CHF)I(CHP)]， ，以及（2,4,6-三氟苯基）碘代双（三苯基膦）钯（II）二氯甲烷双溶剂化物，[Pd(CHF)I(CHP)]·2CHCl， 。这些配合物以红色/橙色晶体形式分离出来，在快速柱色谱法中与每个反应的有机产物共洗脱。这些配合物是氧化加成产物ArPdI(PPh)，其中Ar = 3,5-双（三氟甲基）苯基、3,5-二硝基苯基、2,3,4-三氟苯基和2,4,6-三氟-3,5-二碘苯基。这些配合物的分离为钯催化剂的可能去向提供了一些见解。
