A Hydrocarbon‐Soluble Lithium Hydride Complex

Stasch, Andreas

doi:10.1002/anie.201108134

Cited by 37 publications

(46 citation statements)

References 62 publications

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“…Treating chlorodiphenylphosphine with one equivalent of the lithiated aniline ArNH 2 [Ar = Dip (2,6‐ i Pr 2 C 6 H 3 ) or Mes (mesityl, 2,4,6‐Me 3 C 6 H 2 )] afforded the aminophosphines (phosphinoamines)10 Ph 2 PNHAr (Ar = Dip 1 or Mes 2 ) as previously reported for 1 ,11 in good yield (see Scheme ). Further reaction of 1 or 2 in a Staudinger reaction12 with ArN 3 (Ar = Dip or Mes) afforded the aminoiminophosphoranes Ph 2 P(=NAr)NHAr (Ar = Dip 3 7 or Mes 4 , respectively).…”

Section: Resultsmentioning

confidence: 80%

Structural Diversity in Sterically Demanding Diiminophosphinato Alkali Metal Complexes

Hawley

Stasch

2014

Eur J Inorg Chem

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We have prepared the new aminophosphine Ph2PNHMes 2 [Mes = mesityl (2,4,6‐Me3C6H2)], and the aminoiminophosphorane Ph2P(=NMes)NHMes 4 (MesLH), and obtained the new alkali metal complexes [(DipLLi)2] 5 [DipL = Ph2P(NDip)2, Dip = 2,6‐iPr2C6H3], [(MesLLi)2] 6, [(DipL)(DipN2L)Li2] 7 [DipN2L = Ph2P(NDip)(N3Dip)], [(DipN2L)2Li2] 8, [DipLLi(THF)] 9, [DipLLi(THF)2] 10, [(DipLNa)2] 11, [(MesLNa)n] 12, [DipLNa(THF)2] 13, [{MesLNa(THF)}2] 14 and [MesLK] 16 by deprotonation of their respective ligand precursors with standard strong alkali metal bases in various solvents. The crystal structures of 2, 4–6, 7·8, 9–14, and 16 are reported. The different coordination modes in their solid‐state structures are discussed and generally compared to the solution behavior of those species.

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Section: Resultsmentioning

confidence: 80%

Structural Diversity in Sterically Demanding Diiminophosphinato Alkali Metal Complexes

Hawley

Stasch

2014

Eur J Inorg Chem

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“…4,11,12 With that said, the previously synthesized bulky aminosilanes (Ar*)(SiR 3 )N-SiCl 3 and (Ar*)(SiMe 3 )N-SiCl 2 H could not be reduced to lower oxidation silicon compounds. 14,15 The synthesis of phosphinoamides with even greater steric bulk was an initial target of this study. The resultant phosphinoamide system was seen as offering both a different steric and electronic environment, as well as an additional, and potentially donating, lone pair at the phosphorus adjacent to the nitrogen atom.…”

Section: Resultsmentioning

confidence: 99%

Extremely bulky secondary phosphinoamines as substituents for sterically hindered aminosilanes

Böttcher

Jones

2015

Dalton Trans.

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The synthesis of a series of extremely bulky secondary amines with a phosphine function, Ar(†)(PR2)NH (Ar(†) = C6H2{C(H)Ph2}2Pr(i)-2,6,4; R = Ph, NEt2, NPr(i)2) is described. Deprotonation with either n-BuLi or KH yields the respective alkali metal amides in some cases. Their reaction with the chlorosilanes SiCl4, HSiCl3, Cl2SiPh2, Cl3Si-SiCl3 and Si5Cl10 allows access to monomeric molecular compounds bearing the extremely bulky amino substituents via salt elimination. The products obtained may serve as precursors for subsequent reduction reactions to access sterically protected low valent and low coordinate silicon compounds.

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“…The precipitate was analysed by 1 H and 7 Li NMR spectroscopy which confirmed that it was the alkoxide Ph 2 CHOLi (isolated yield 83%). Benzophenone was added to an in situ prepared solution of 3 in hexane.…”

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confidence: 93%

Facile synthesis of a genuinely alkane-soluble but isolable lithium hydride transfer reagent

et al. 2015

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1-Lithio-2-butyl-1,2-dihydropyridines, typically formed as intermediates in the nucleophilic substitution (addition/elimination) of pyridine with (n- or t-)butyl lithium, have been isolated and comprehensively characterized. The linear substituted isomer is polymeric while the branched substituted isomer is a cyclotrimer. The lower oligomerization of the latter complex confers exceptional hexane solubility making it an excellent lithium hydride source in non-polar, aliphatic media. A Me6TREN stabilized monomer of the t-butyl complex represents the first 1,2-dihydropyridyllithium complex to be characterized crystallographically.

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A Hydrocarbon‐Soluble Lithium Hydride Complex

Cited by 37 publications

References 62 publications

Structural Diversity in Sterically Demanding Diiminophosphinato Alkali Metal Complexes

Structural Diversity in Sterically Demanding Diiminophosphinato Alkali Metal Complexes

Extremely bulky secondary phosphinoamines as substituents for sterically hindered aminosilanes

Facile synthesis of a genuinely alkane-soluble but isolable lithium hydride transfer reagent

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