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[(AuCl)(μ-双(膦基)茂金属)]和Na[BArF]催化合成二取代呋喃

Synthesis of disubstituted furans catalysed by [(AuCl)(μ-bis(phosphino)metallocene)] and Na[BArF].

作者信息

Gwinn Reilly K, Boggess Anna E, Winter Elizabeth P, Nataro Chip

机构信息

Hugel Science Center, Department of Chemistry, 701 Sullivan Road, Lafayette College, Easton, PA 18042, USA.

出版信息

Dalton Trans. 2022 Nov 15;51(44):17000-17007. doi: 10.1039/d2dt02999e.

DOI:10.1039/d2dt02999e
PMID:36301124
Abstract

The catalytic activity of a series of [(AuCl)(μ-PP)] (PP = 1,1'-bis(phosphino)metallocene ligands) compounds in the presence of Na[BArF] (BArF = tetrakis(3,5-bis(trifluoromethyl)phenyl borate)) was examined in the formation of disubstituted furans from pyridine--oxide and terminal alkynes. The products of these reactions were typically the 2,5-disubstituted furans, but in the case of using 2-ethynylpyridene, the 2,4-disubstituted furan formed. The catalytic efficiency was dependent upon both the nature of the terminal alkyne and the 1,1'-bis(phosphino)metallocene ligands. During the course of this study, two new compounds, [(AuCl)(μ-dppr)] and [(AuCl)(μ-dppo)] (dppr = 1,1'-bis(diphenylphosphino)ruthenocene; dppo = 1,1'-bis(diphenylphosphino)osmocene), were prepared and characterized by NMR. X-ray crystal structures of both compounds were determined and the oxidative electrochemistry of these new compounds was examined.

摘要

在由吡啶 - 氧化物和末端炔烃形成二取代呋喃的反应中,研究了一系列[(AuCl)(μ-PP)](PP = 1,1'-双(膦基)茂金属配体)化合物在Na[BArF](BArF = 四(3,5-双(三氟甲基)苯基)硼酸盐)存在下的催化活性。这些反应的产物通常是2,5-二取代呋喃,但在使用2-乙炔基吡啶的情况下,会形成2,4-二取代呋喃。催化效率取决于末端炔烃的性质和1,1'-双(膦基)茂金属配体。在本研究过程中,制备了两种新化合物[(AuCl)(μ-dppr)]和[(AuCl)(μ-dppo)](dppr = 1,1'-双(二苯基膦基)钌茂;dppo = 1,1'-双(二苯基膦基)锇茂),并通过核磁共振进行了表征。测定了这两种化合物的X射线晶体结构,并研究了这些新化合物的氧化电化学性质。

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