Phosphinohydrazines and phosphinohydrazides M(–N(R)–N(R)–PPh2)n of some transition and main group metals: synthesis and characterizationRearrangement of Ph2P–NR–NR– ligands into aminoiminophosphorane, RNPPh2–NR–, and related chemistry

Fedotova, Yana V.; Kornev, A. N.; Sushev, Vyacheslav V.; Kursky, Yurii A.; Mushtina, T. G.; Makarenko, N. P.; Fukin, Georgy K.; Абакумов, Г. А.; Zakharov, Lev N.; Rheingold, Arnold L.

doi:10.1016/s0022-328x(04)00470-x

Cited by 11 publications

(24 citation statements)

References 22 publications

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“…The two nitrogen atoms are in a planar environment with the angles adding to 359.8° around N1 and N2. The P−N and N−N distances are in the usual range, comparable to related diphenylphosphino-1,2-diarylhydrazines …”

Section: Resultssupporting

confidence: 84%

“…The addition of ClPPh 2 to the THF solution of the dilithiated hydrazine also furnished 1 , as seen by 31 P NMR. However, this way lead to essential quantities of byproducts . Also, working in low polar solvents like diethyl ether or pentane increased the formation of byproducts, which mainly consist of Ph 2 P-PPh 2 ( 31 P{ 1 H} NMR: −14.5 ppm).…”

Section: Resultsmentioning

confidence: 64%

See 1 more Smart Citation

Synthesis, Coordination Chemistry, and Catalysis of the First 1,2-Bis(diphenylphosphino)-1,2-diphenylhydrazine, Ph₂PN(Ph)N(Ph)PPh₂

et al. 2009

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The reaction of chlorodiphenylphosphine with dilithiohydrazobenzene gave 1,2-bis(diphenylphosphino)-1,2-diphenylhydrazine, [PPh 2 N(Ph)N(Ph)PPh 2 ] (1). Treatment of 1 with NiCl 2 (DME), PdCl 2 (PhCN) 2 , and PtCl 2 (COD) resulted in the formation of complexes of the type cis-[MCl 2 -{Ph 2 PN(Ph)N(Ph)PPh 2 }] (M = Ni (3), Pd (4), Pt ( 5)). The molecular structures of the starting ligand 1 and the complexes 3, 4, and 5 have been determined by X-ray diffraction. The ligand 1 and its Ni(II) complex 3 were evaluated for their catalytic activity in the oligo-/polymerization of ethylene using methylaluminoxane (MAO) and triethylaluminium (TEA) as cocatalyst.

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Section: Resultssupporting

confidence: 84%

Section: Resultsmentioning

confidence: 64%

Synthesis, Coordination Chemistry, and Catalysis of the First 1,2-Bis(diphenylphosphino)-1,2-diphenylhydrazine, Ph₂PN(Ph)N(Ph)PPh₂

et al. 2009

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“…2. Surprisingly, a thorough search for N,P chelate complexes of germanium in CCDC resulted in one fourmembered ring compound 13 and two six-membered rings, 14 and no five-membered rings were reported. Ge-N and Ge-P bond distances are in the range of those reported for such complexes.…”

Section: Methodsmentioning

confidence: 99%

“…Other chemicals were procured and used as received. 1 H, 13 C, and 31 P NMR spectra were recorded on a Bruker 500 or 300 MHz instrument and referenced to the deuterated solvent in the case of the 1 H and 13 C NMR spectra. 31 P NMR spectra were referenced to 85% H 3 PO 4.…”

Section: Experimental General Considerationsmentioning

confidence: 99%

Synthesis of phosphine substituted β-diketiminate based isomeric Ge(ii) complexes

et al. 2010

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Treatment of phosphine substituted beta-diketiminate lithium, Ph2PC[C(Me)N(Dipp)]2LiOEt2 (1) (Dipp = 2,6-iPr2C6H3) with dioxane x GeCl2 resulted in a five-membered N,P chelate complex, Ph2PC[C(Me)N(Dipp)]2GeCl (2). An isomer of 2 CH{[C(CH2PPh2)N(Dipp)][C(Me)N(Dipp)]}GeCl (5) was obtained from the germanium complex L'Ge (L' = CH[C(CH2)N(Dipp)][C(Me)N(Dipp)])Ge (4) and Ph2PCl. In 5 the PPh2 group remains uncoordinated. Both complexes were characterized by X-ray structural analysis and in the case of 5 both enantiomers crystallize in the same unit cell.

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“…Gradually increasing the temperature from −60 °C to room temperature clearly showed the decay of 1a and growth of the diphosphine 2a . At 25 °C, two additional peaks at 60.8 ppm (hydrophosphination adduct Ph 2 P-N(Ph)-NHPh, 7a ) 70 and 86.9 ppm (Ph 2 P-O t Bu, 5a ) appeared. Further experiments showed that when the stoichiometry of the reaction was changed and a mixture composed of 2 equiv.…”

Section: Resultsmentioning

confidence: 99%

Homo- and heterodehydrocoupling of phosphines mediated by alkali metal catalysts

Annibale

Jiao

et al. 2019

Nat Commun

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Catalytic chemistry that involves the activation and transformation of main group substrates is relatively undeveloped and current examples are generally mediated by expensive transition metal species. Herein, we describe the use of inexpensive and readily available t BuOK as a catalyst for P–P and P–E (E = O, S, or N) bond formation. Catalytic quantities of t BuOK in the presence of imine, azobenzene hydrogen acceptors, or a stoichiometric amount of t BuOK with hydrazobenzene, allow efficient homodehydrocoupling of phosphines under mild conditions (e.g. 25 °C and < 5 min). Further studies demonstrate that the hydrogen acceptors play an intimate mechanistic role. We also show that our t BuOK catalysed methodology is general for the heterodehydrocoupling of phosphines with alcohols, thiols and amines to generate a range of potentially useful products containing P–O, P–S, or P–N bonds.

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Phosphinohydrazines and phosphinohydrazides M(–N(R)–N(R)–PPh2)n of some transition and main group metals: synthesis and characterizationRearrangement of Ph2P–NR–NR– ligands into aminoiminophosphorane, RNPPh2–NR–, and related chemistry

Cited by 11 publications

References 22 publications

Synthesis, Coordination Chemistry, and Catalysis of the First 1,2-Bis(diphenylphosphino)-1,2-diphenylhydrazine, Ph₂PN(Ph)N(Ph)PPh₂

Synthesis, Coordination Chemistry, and Catalysis of the First 1,2-Bis(diphenylphosphino)-1,2-diphenylhydrazine, Ph₂PN(Ph)N(Ph)PPh₂

Synthesis of phosphine substituted β-diketiminate based isomeric Ge(ii) complexes

Homo- and heterodehydrocoupling of phosphines mediated by alkali metal catalysts

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Phosphinohydrazines and phosphinohydrazides M(–N(R)–N(R)–PPh2)n of some transition and main group metals: synthesis and characterizationRearrangement of Ph2P–NR–NR– ligands into aminoiminophosphorane, RNPPh2–NR–, and related chemistry

Cited by 11 publications

References 22 publications

Synthesis, Coordination Chemistry, and Catalysis of the First 1,2-Bis(diphenylphosphino)-1,2-diphenylhydrazine, Ph2PN(Ph)N(Ph)PPh2

Synthesis, Coordination Chemistry, and Catalysis of the First 1,2-Bis(diphenylphosphino)-1,2-diphenylhydrazine, Ph2PN(Ph)N(Ph)PPh2

Synthesis of phosphine substituted β-diketiminate based isomeric Ge(ii) complexes

Homo- and heterodehydrocoupling of phosphines mediated by alkali metal catalysts

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Product

Resources

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Synthesis, Coordination Chemistry, and Catalysis of the First 1,2-Bis(diphenylphosphino)-1,2-diphenylhydrazine, Ph₂PN(Ph)N(Ph)PPh₂

Synthesis, Coordination Chemistry, and Catalysis of the First 1,2-Bis(diphenylphosphino)-1,2-diphenylhydrazine, Ph₂PN(Ph)N(Ph)PPh₂