A convenient synthesis of 1,2-bis(dichlorophosphino)ethane, 1,2-bis(dimethylphosphino)ethane and 1,2-bis(diethylphosphino)ethane

Burt, Roger; Chatt, J.; Hussain, Wasif; Leigh, G.J.

doi:10.1016/s0022-328x(00)94383-3

Cited by 115 publications

(47 citation statements)

References 6 publications

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“…Acetone and CH 2 Cl 2 were dried with CaH 2 and then distilled. Literature procedures were used to prepare the following compounds: 1,3-bis(diisopropylphosphanyl)propane (dippp), [43] 1,2-bis(diisopropylphosphanyl)ethane (dippe), 1,2-bis(dicyclohexylphosphanyl)ethane (dcype), [44] 1,1Ј-bis(diphenylphosphanyl)ferrocene (dippf), [45] [38] and [Mo(CO) 4 (NO)(ClAlCl 3 ). [47] Other reagents were purchased and used without further purification.…”

Section: Methodsmentioning

confidence: 99%

Molybdenum Nitrosyl Complexes and Their Application in Catalytic Imine Hydrogenation Reactions

2010

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The reaction between [Mo(CO)4(NO)(ClAlCl3)] and the sterically hindered diphosphanes (P∩P) 1,3‐bis(diisopropylphosphanyl)propane (dippp, a), 1,2‐bis(diisopropylphosphanyl)ethane (dippe, b), 1,1′‐bis(diisopropylphosphanyl)ferrocene (dippf, c) and 1,2‐bis(dicyclohexylphosphanyl)ethane (dcype, d) produced the chlorides [Mo(P∩P)(CO)2(NO)Cl] (1a–1d), which were transformed into the corresponding hydrides [Mo(P∩P)(CO)2(NO)H] (2a–2d) by reaction with LiBH4 in Et3N at room temperature. The molybdenum–THF complex [Mo(dippp)(CO)2(NO)(THF)][BArF4] [3a; ArF = 3,5‐(CF3)2C6H3], obtained by the reaction of 2a with [H(Et2O)2][BArF4], was exemplarily tested in the hydrogenation of the imine PhCH=N(α‐naphthyl). Replacement of the [BArF4]– counterion by the more stable [B(C6F5)4]– anion greatly increased the catalytic activity. The use of in situ mixtures of the hydrides 2a–2d and [H(Et2O)2][B(C6F5)4] improved the hydrogenation activity. The hydride 2b in combination with [H(Et2O)2][B(C6F5)4] exhibited the highest TOF value of 123 h–1 in the reduction of PhCH=N(α‐naphthyl). The hydrogenation of the imines PhCH=NPh, p‐ClC6H4CH=NPh, p‐ClC6H4CH=N‐p‐C6H4Cl, PhCH=NCH(Ph)2 and PhCH=NMes showed TOF values of 34, 74, 41, 18 and 84 h–1 at room temperatureand a H2 pressure of 30 bar. A mechanism for the ionic hydrogenation with “proton‐before‐hydride transfer” is anticipated.

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Section: Methodsmentioning

confidence: 99%

Molybdenum Nitrosyl Complexes and Their Application in Catalytic Imine Hydrogenation Reactions

2010

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“…Dichloromethane was distilled first from P 2 O 5 , and then prior to use from CaH 2 . Literature procedures were used to prepare the following compounds: 1,2-bis(dimethylphosphanyl)ethane (dmpe), [108] [(MeC 5 H 4 ) 2 Mn], [85,86] [(MeC 5 H 4 ) 2 Mn(dmpe)], [88] Preparation of Me 3 SnCCSnMe 3 : According to the literature procedure [110] acetylene (1 equiv) was introduced into a solution of nBuLi (2.1 equiv, 1.6 m) in hexane and diethyl ether at À70 8C under nitrogen. After stirring the resulting white suspension for 1 h at this temperature, Me 3 SnCl (2.1 equiv) in diethyl ether was added, and the reaction mixture was stirred for 1 h at room temperature.…”

Section: Methodsmentioning

confidence: 99%

Facile Access to Redox‐Active C₂‐Bridged Complexes with Half‐Sandwich Manganese End Groups

Kheradmandan

Venkatesan

Blacque

et al. 2004

Chemistry A European J

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The dinuclear mixed-valent complex [(MeC5H4)(dmpe)MnC(2)Mn(dmpe)(C5H4Me)](+)[(eta2-MeC5H4)3Mn](-)[1](+)[2]- (dmpe=1,2-bis(dimethylphosphanyl)ethane) was prepared by the reaction of [Mn(MeC5H4)2] with dmpe and Me(3)SnC[triple chemical bond]CSnMe3. The reactions of [1](+)[2]- with K[PF6] and Na[BPh4] yielded the corresponding anion metathesis products [(MeC5H4)(dmpe)MnC2Mn(dmpe)(C5H4Me)][PF6] ([1][PF6]) and [(MeC5H4)(dmpe)MnC2Mn(dmpe)(C5H4Me)][BPh4] ([1][BPh4]). These mixed-valent species can be reduced to the neutral form by reaction with Na/Hg. The obtained complex [(MeC5H4)(dmpe)MnC2Mn(dmpe)(C5H4Me)] (1) displays a triplet/singlet spin equilibrium in solution and in the solid state, which was additionally studied by DFT calculations. The diamagnetic dicationic species [(MeC5H4)(dmpe)MnC2Mn(dmpe)(C5H4Me)][PF6]2 ([1][PF6]2) was obtained by oxidizing the mixed-valent complex [1][PF6] with one equivalent of [Fe(C5H5)2][PF6]. Both redox processes are fully reversible. The dinuclear compounds were characterized by NMR, IR, UV-visible, and Raman spectroscopy, cyclic voltammetry, and magnetic susceptibility measurements. X-ray diffraction studies were performed on [1][2], [1][PF6], [1][BPh4], and [1][PF6]2.

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“…The starting material bis(dichlorophosphino)ethane was prepared from ethylene, phosphorus trichloride and white phosphorus in an steel autoclave according to the high-pressure procedure of Chatt. [14] While it has been reported, that after several runs the autoclave begins to deteriorate, [15] we observed corrosion especially of the needle-valves.…”

Section: Resultsmentioning

confidence: 44%

“…The compounds 1-diethoxymethylimidazol, [18] 1-diethoxymethyl-2-isopropylimidazole, [17] 1-methyl-2-trimethylsilyimidazole and bis(dichlorphosphino)ethane [14] were prepared according to literature procedures. All preparations were carried out in Schlenk tubes under an atmosphere of dry nitrogen using anhydrous solvents purified according to standard procedures.…”

Section: Methodsmentioning

confidence: 99%

Novel multitopic diphos-type ligands.

Kunz

Wetzel

Bongartz

et al. 2010

Journal of Organometallic Chemistry

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Seven novel imidazole and thiazole derivatives of diphos-type ligands are presented. They are of the general structure R2P(CH2)(2)PR2, where R is imidazol-2-yl (1), 1-methylimidazol-2-yl (2), 1-methyl-benzimidazol-2-yl (3), 1-methylimidazol-5-yl (4), 2-isopropylimidazol-4(5)-yl (5), thiazol-2-yl (6), benzothiazol-2-yl (7), thiazol-4-yl (8) or thiazol-5-yl (9). Syntheses involved direct metallation or halogenmetal exchange reactions. Their solubility, especially in aqueous solution, is strongly dependent on the nature of the substituents as is their partition coefficient log D. The crystal structures of compounds 2, 3, 7a and 9 as well as the structure of the rhodium complex (2)(2) , Corinna Wetzel [a] , Melanie Bongartz [a] , Anna-Louisa Noffke [a] and Bernhard Spingler

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A convenient synthesis of 1,2-bis(dichlorophosphino)ethane, 1,2-bis(dimethylphosphino)ethane and 1,2-bis(diethylphosphino)ethane

Cited by 115 publications

References 6 publications

Molybdenum Nitrosyl Complexes and Their Application in Catalytic Imine Hydrogenation Reactions

Molybdenum Nitrosyl Complexes and Their Application in Catalytic Imine Hydrogenation Reactions

Facile Access to Redox‐Active C₂‐Bridged Complexes with Half‐Sandwich Manganese End Groups

Novel multitopic diphos-type ligands.

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A convenient synthesis of 1,2-bis(dichlorophosphino)ethane, 1,2-bis(dimethylphosphino)ethane and 1,2-bis(diethylphosphino)ethane

Cited by 115 publications

References 6 publications

Molybdenum Nitrosyl Complexes and Their Application in Catalytic Imine Hydrogenation Reactions

Molybdenum Nitrosyl Complexes and Their Application in Catalytic Imine Hydrogenation Reactions

Facile Access to Redox‐Active C2‐Bridged Complexes with Half‐Sandwich Manganese End Groups

Novel multitopic diphos-type ligands.

Contact Info

Product

Resources

About

Facile Access to Redox‐Active C₂‐Bridged Complexes with Half‐Sandwich Manganese End Groups