Ruthenium complexes of diphenylphosphino derivatives of carboxylic amides: Synthesis and characterization of bidentate P,N- and P,O-chelate ligands and their reactivity towards [RuCl2(PPh3)3]
“…PhP(PyO) 2 , [PhP(PyO) 2 RuCl 2 -(PPh 3 )] [6] and [RuCl 2 (nbd)] x [15,16] were prepared following literature methods. Tetrahydrofuran (THF) was distilled from sodium/benzophenone and stored under dry argon.…”
Section: Methodsmentioning
confidence: 99%
“…All preparations were carried out under an atmosphere of dry argon using standard Schlenk techniques. PhP(PyO) 2 , [PhP(PyO) 2 RuCl 2 (PPh 3 )] and [RuCl 2 (nbd)] x , were prepared following literature methods. Tetrahydrofuran (THF) was distilled from sodium/benzophenone and stored under dry argon.…”
[Ru(PyO) 2 (nbd)] (1) (PyO = 2-pyridyloxy, nbd = norbornadiene) and PhP(PyO) 2 react with formation of complex [PhP(μ-PyO) 3 Ru(κ-PyO)] (2), which features a Ru-P bond between a pentacoordinate P atom and a hexacoordinate Ru atom, bridged by three PyO ligands. Addition of CO leads to opening of the Ru(κ-PyO) chelate with formation of complex [PhP(μ-PyO) 4 Ru(CO)] (3), a paddlewheel-shaped complex with a Ru-P bond between a hexacoordinate P atom and a hexacoor-
“…PhP(PyO) 2 , [PhP(PyO) 2 RuCl 2 -(PPh 3 )] [6] and [RuCl 2 (nbd)] x [15,16] were prepared following literature methods. Tetrahydrofuran (THF) was distilled from sodium/benzophenone and stored under dry argon.…”
Section: Methodsmentioning
confidence: 99%
“…All preparations were carried out under an atmosphere of dry argon using standard Schlenk techniques. PhP(PyO) 2 , [PhP(PyO) 2 RuCl 2 (PPh 3 )] and [RuCl 2 (nbd)] x , were prepared following literature methods. Tetrahydrofuran (THF) was distilled from sodium/benzophenone and stored under dry argon.…”
[Ru(PyO) 2 (nbd)] (1) (PyO = 2-pyridyloxy, nbd = norbornadiene) and PhP(PyO) 2 react with formation of complex [PhP(μ-PyO) 3 Ru(κ-PyO)] (2), which features a Ru-P bond between a pentacoordinate P atom and a hexacoordinate Ru atom, bridged by three PyO ligands. Addition of CO leads to opening of the Ru(κ-PyO) chelate with formation of complex [PhP(μ-PyO) 4 Ru(CO)] (3), a paddlewheel-shaped complex with a Ru-P bond between a hexacoordinate P atom and a hexacoor-
“…A red solid of the type RuCl 2 (PR 3 ) 2 (2-PyCH)/SiO 2 red was obtained. [13][14][15][16][17] The solids RuCl 2 (PPh 3 ) 2 (2-PyCH)/Degussa 3a (302. In a three-necked round-bottom ask 2-PyCHO (151.22 mg, 1.4 mmol) and 3-AMPTSi (346 mL, 1.45 mmol) in ethanol (10.0 mL) were added, the product (2-PyCH)-AMPTSi was concentrated and washed with dry toluene.…”
Section: Functionalization Of Sio 2 With 3-aminopropyltriethoxysilane (Amptsi)mentioning
Ruthenium–silica hybrid materials were synthesized. The process was tracked by FT-IR, DRS-UV-Vis, DFT and deconvolution analyses, finding experimental–theoretical correlation.
“…Accordingly, the reductive oxazolidine ring-opening of (3 R ,5a S ,9a R ,9b S )- 2a , by treatment with Et 3 SiH/BF 3 ·OEt 2 in CH 2 Cl 2 at room temperature, gave the cis -fused octahydroisoindolone (3a R ,7a S )-2-(1 R )- 4 in 98% yield. Removal of the phenylglycinol fragment was achieved without loss of stereochemical integrity by the conversion of the alcohol moiety in (3a R ,7a S )-2-(1 R )- 4 to the corresponding chloride, followed by the base-induced elimination to generate an enamide, which by acid hydrolysis gave the octahydroisoindolone (3a R ,7a S )- 6 in 93% overall yield for the three steps . Most importantly, (3a R ,7a S )- 6 obtained in this manner displayed an optical rotation consistent with that reported in the literature for its enantiomer and its structure was confirmed by X-ray crystallographic analysis .…”
Kinetically
controlled cyclocondensation of stereoisomeric and
ring–chain tautomeric mixture of (±)-hydroxylactone 1 and 0.5 equiv of (R)-phenylglycinol provided
tricyclic oxazoloisoindolone lactam (3R,5aS,9aR,9bS)-2a, a versatile intermediate for further stereocontrolled transformations
to access enantiopure cis-fused octahydroisoindolones.
An extension of this methodology was successfully applied to the synthesis
of the 5,6-dihydroxy derivative (3aR,5R,6S,7aS)-17.
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