Fragmentation‐related phosphinylations using 2‐aryl‐2‐phosphabicyclo[2.2.2]oct‐ 5‐ene‐ and ‐octa‐5,7‐diene 2‐oxides

Keglevich, György; Szelke, H.; Bálint, Ágnes; Imre, Tı́mea; Ludányi, Krisztina; Nagy, Z.; Hanusz, Miklós; Simon, Kálmán; Harmat, Veronika; Tőke, Lásʐló

doi:10.1002/hc.10176

Cited by 24 publications

(2 citation statements)

References 18 publications

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“…1-Isopropyl-3-methyl-3-phospholene 1-oxide (3) was prepared by extending the synthetic method elaborated for other alkyl-and aryl-3-methyl-3-phospholene oxides [37,47,49].…”

Section: Synthesis and Resolution Of 1-isopropyl-3-methyl-3-phospholementioning

confidence: 99%

A study on the optical resolution of 1-isopropyl-3-methyl-3-phospholene 1-oxide and its use in the synthesis of borane and platinum complexes

Bagi

Juhász

Timári

et al. 2015

Journal of Organometallic Chemistry

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A 1-isopropyl-3-phospholene 1-oxide was prepared and the two enantiomers were isolated from the racemate by resolution using optically active TADDOL derivatives or the acidic Ca 2+ salts of (-)-O,O-diaroyl-(2R,3R)-tartaric acids. The single crystal X-ray structure of the 2 1-isopropyl-3-phospholene oxide -spiro-TADDOL 1:2 associate revealed the mode of binding between the host and guest molecules. The role of the interactions between the three molecules was supported not only by the contact data, but also force field and semiempirical calculations. Beside X-ray analysis, the absolute configuration of the P-stereogenic center was also determined on the basis of CD spectroscopy and high level quantum chemical calculations. The racemic and optically active 1-isopropyl-3-phospholenes obtained after deoxygenation were converted to the corresponding borane complexes and Pt(II) complexes.Stereostructure of the latter species was evaluated by high level quantum chemical calculations and the Pt complexes were tested as catalysts in the hydroformylation of styrene.

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“…1-Isopropyl-3-methyl-3-phospholene 1-oxide (3) was prepared by extending the synthetic method elaborated for other alkyl-and aryl-3-methyl-3-phospholene oxides [37,47,49].…”

Section: Synthesis and Resolution Of 1-isopropyl-3-methyl-3-phospholementioning

confidence: 99%

A study on the optical resolution of 1-isopropyl-3-methyl-3-phospholene 1-oxide and its use in the synthesis of borane and platinum complexes

Bagi

Juhász

Timári

et al. 2015

Journal of Organometallic Chemistry

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“…The fragmentation-related phosphorylations are of interest, as they require mild reaction conditions, especially those accomplished under photochemical conditions, (26 • C and an irradiation of only several hours) and take place efficiently and in a selective way [5,6,8]. During our efforts to find suitable precursors and to evaluate the mechanism of the fragmentations, a series of novel phosphabicyclooctene derivatives were described [9][10][11]. To extend the sphere of the precursors available, bridged P-heterocycles with ethyl substituent on the phosphorus atom are introduced and their fragmentation properties are described in the present paper.…”

Section: Introductionmentioning

confidence: 99%

2-Ethyl-2-phosphabicyclo[2.2.2]oct-7-ene derivatives: Synthesis and use in fragmentation-related phosphorylations

et al. 2005

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