Synthesis, characterization, and spectroscopic studies of palladium(II) and silver(I) complexes of 4-methoxybenzoylmethylenetriphenylphosphorane and 4-fluorobenzoylmethylenetriphenylphosphorane

Abstract

The reactions of 4-methoxybenzoylmethylenetriphenylphosphorane ylide (MOBPPY), {(Ph) 3 PCHCOC 6 H 4 O Me}, and 4-flourobenzoylmethylenetriphenylphosphorane ylide (FBPPY) with [Pd(C 6 H 4 CH 2 NH 2 -j 2 -C-N)ClL] (L = Py, 3-MePy, 4-MePy, or PPh 3 ), in equimolar ratios in CH 2 Cl 2 yield [Pd(C 6 H 4 CH 2 NH 2 -j 2 -C-N)L (Ye)]TfO [(L = PPh 3 , Ye = MOBPPY; L = PPh 3 , Ye = FBPPY; L = Py, Ye = MOBPPY; or L = 3-MePy, Ye = MOBPPY]. The reaction of MOBPPY with AgOTf (OTf = CF 3 SO 3 ) in molar ratios (2:1) using dry acetone as solvent gives [Ag(MOBPPY) 2 ]OTf.

A comparative Suzuki reaction of aryl halides using a new dimeric orthopalladated complex under conventional and microwave irradiation conditions

“…The reaction mixture was stirred for 12 h at room temperature and the resulting suspension was filtered off. The yellow solid was washed with H 2 O (5 ml), MeOH (10 ml) and Et 2 O (15 ml) and air dried to produce complex [Pd(μ‐Cl){C, C‐[C 6 H 4 (PPh 2 CHC(O)C 6 H 4 ‐4‐F) 2 ]}], 2 (Scheme ) …”

“…Herein, in continuation of our previous investigations, we wish to report a new phosphine‐based catalytic system for Suzuki cross‐coupling reaction under microwave irradiation.…”

An efficient palladium catalytic system for microwave assisted cyanation of aryl halides

“…Palladacycle complex [Pd(C 6 H 4 CH 2 NH 2 -k 2 -C-N)PPh 3 MOBPPY] OTf, (1) as catalyst was prepared according to our previous work (Scheme 1) [25] and its application as catalyst for the cyanation reaction of various types of aryl halides was examined. Initially to optimize the reaction conditions, the reactions were performed under both traditional and microwave irradiation conditions ( Table 1).…”

“…[Pd(C 6 H 4 CH 2 NH 2 -k 2 -C-N)PPh 3 MOBPPY]OTf as a palladacycle complex was prepared according to our previous work [25]. MOBPPY was prepared according to the Ramirez and Dershowitz method in two steps [28].…”

“…In continuation of our previous work [25], we wish to report the application of a new phosphine-based catalytic system for cyanation reaction of different aryl halides under both conventional heating and microwave irradiation. The reactions were performed with reasonable reaction times and straightforward reaction conditions.…”