1.4 -diphospha-, 1-phospha-4-arsa-dihydrobenzole

Märkl, Gottfried; Matthes, Dieter; Donaubauer, A.; Baier, H.

doi:10.1016/s0040-4039(00)91487-4

Cited by 17 publications

(3 citation statements)

References 15 publications

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“…Cyclopentane and n-hexane were dried over LiAlH 4 , toluene over Na-benzophenone and 1,2-difluorobenzene over molecular sieves. Diethylaluminum hydride, 21 di(tert-butyl)aluminum hydride, 22 (E)-Mes 2 P-[CvC(H)-Ph]-Al t Bu 2 (Mes = 2,4,6-Me 3 H 2 C 6 ), 9 Ph-P(CuC-t Bu) 2 , 23 t Bu-P(CuC-t Bu) 2 , 24 and Mes-P(CuC-t Bu) 2 10 were synthesized according to literature procedures. Triethylaluminum was used as purchased.…”

Section: General Considerationsmentioning

confidence: 99%

Dimeric aluminum–phosphorus compounds as masked frustrated Lewis pairs for small molecule activation

et al. 2012

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Hydroalumination of aryldialkynylphosphines RP(C≡C-(t)Bu)(2) (R = Ph, Mes) with equimolar quantities of diethylaluminum hydride afforded mixed alkenyl-alkynyl cyclic dimers in which the dative aluminum-phosphorus bonds are geminal to the exocyclic alkenyl groups. Addition of triethylaluminum to isolated 1 (R = Ph) or to the in situ generated species (R = Mes) caused diethylaluminum ethynide elimination to yield the arylethylphosphorus dimers 2 and 3. These possess a chair-like Al(2)C(2)P(2) heterocycle with intermolecular Al-P interactions. The boat conformation (4) was obtained by the reaction of (t)Bu-P(C≡C-(t)Bu)(2) with di(tert-butyl)aluminum hydride. Despite being dimeric, 2 behaves as a frustrated Lewis pair and activates small molecules. The reaction with carbon dioxide gave cis/trans isomeric AlPC(2)O heterocycles that differ only by the configuration of the exocyclic alkenyl unit. Four isomers resulted from the reaction with phenyl isocyanate. This is caused by cis/trans isomerization of the initial C=O adduct and subsequent rearrangement to the AlPC(2)N heterocycle, being the C=N adduct.

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Section: General Considerationsmentioning

confidence: 99%

Dimeric aluminum–phosphorus compounds as masked frustrated Lewis pairs for small molecule activation

et al. 2012

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“…The cis isomer in which the phosphorus electron pairs are oriented in the same direction quaternized with 1,2-dibromoethane to yield the bridged salt 30, mp 211-213 °C, in near-quantitative yield while the trans isomer did not react. 244 Cyclic quaternization remains a standard procedure for preparing C-P heterocycles. No doubt other polycyclic systems will be obtained via this approach in the future.…”

Section: *L 4 20a 20bmentioning

confidence: 99%

“…The 1H NMR spectrum (DCCI3) revealed four pairs of methine protons at 3.72 (Ha), 3.34 (Hb), 3.10 (Hc), and 2.83 (Hd), respectively, besides the aromatic protons at 7.38-7.88. Addition of Eu(dpm)3 in varying amounts to a solution (DCCI3) of 244 gave related shifts for Ha, Hb, Hc, and Hd of 1.00, 0.61, 0.46, and 0.38, respectively.333 A similar extrusion of phenylphosphinidene oxide from a bridged phosphine oxide and its insertion into the O-H bond of alcohols was reported earlier by Stille and co-workers.327 It was suggested that such an insertion mechanism was unlikely in view of the large dissociation energy of the O-H bond308 (cf. section…”

Section: E Photochemical and Thermal Reactionsmentioning

confidence: 99%