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(dimethylamino)dibromoborane
lithium tert-butylphosphide
A
1,3-di-tert-butyl-2,4-bis(dimethylamino)-1,2,3,4-diphosphadiboretane
B
tert-butylphosphine
Conditions | Yield |
---|---|
In pentane under N2 or Ar or in vac., cooled to -45°C, addn. of LiPHtBu in pentane, warmed to ambient temp.; filtration of insolubles, from filtrate evapn. of volatiles; elem. anal.; | A 95% B n/a |
dichlorodimethylaminoborane
lithium tert-butylphosphide
A
1,3-di-tert-butyl-2,4-bis(dimethylamino)-1,2,3,4-diphosphadiboretane
B
tert-butylphosphine
Conditions | Yield |
---|---|
In pentane byproducts: LiCl; under N2 or Ar or in vac., cooled to -45°C, addn. of LiPHtBu in pentane, warmed to ambient temp.; filtration of insolubles, from filtrate evapn. of volatiles; elem. anal.; | A 95% B n/a |
tert-butylphosphine
Conditions | Yield |
---|---|
With triethylamine In toluene | 88% |
tert-butyldichlorophosphine
tert-butylphosphine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In butyl diglyme at 20 - 100℃; | 82% |
With lithium aluminium tetrahydride at 20℃; for 3h; Schlenk technique; Inert atmosphere; | 82% |
With lithium aluminium tetrahydride In diethylene glycol dimethyl ether at -78℃; | 80% |
With lithium aluminium tetrahydride In dibutyl ether | |
With lithium aluminium tetrahydride |
tert-butyldifluorophosphine
tert-butylphosphine
Conditions | Yield |
---|---|
With ethyl trimethylsilyl ether at 20℃; for 1h; | 65% |
S-ethyl tert-butylthiophosphinite
acetyl chloride
sodium thioethylate
A
ethyl thioacetate
B
tert-butylphosphine
C
S,S-diethyl tert-butyldithiophosphonite
D
tert-butyldichlorophosphine
Conditions | Yield |
---|---|
for 20h; Ambient temperature; sealed; | A 51% B 24% C n/a D n/a |
Conditions | Yield |
---|---|
With phosphan; toluene-4-sulfonic acid at 110℃; for 14h; | 37% |
Conditions | Yield |
---|---|
With water In 1,4-dioxane |
A
tert-butylphosphine
B
tert-butyldifluorophosphine
Conditions | Yield |
---|---|
Ambient temperature; |
A
tert-butylphosphine
B
(CH3)3CP[HNC(CH3)3]2
Conditions | Yield |
---|---|
Ambient temperature; |
tert-butylbis(trimethylsilyl)phosphine
A
tert-butylphosphine
B
tert-butyl(trimethylsilyl)phosphine
Conditions | Yield |
---|---|
With trans-Crotonaldehyde other reagent: mesityl oxide; |
Conditions | Yield |
---|---|
at 60℃; under 24271.8 - 25742.8 Torr; | |
at 60℃; under 24271.8 - 25742.8 Torr; |
1,2-Di-tert-butyldiphosphane
A
tert-butylphosphine
B
tert-Butyldiphosphan
Conditions | Yield |
---|---|
With diphosphane In 1,2-dimethoxyethane at 60℃; for 1h; THF; Title compound not separated from byproducts; | |
With diphosphane In 1,2-dimethoxyethane at 60℃; for 1h; THF; Yield given. Title compound not separated from byproducts; |
A
tert-butylphosphine
B
1,2-Di-tert-butyldiphosphane
Conditions | Yield |
---|---|
at -30℃; Mechanism; disproportination and decomposition studies; |
(Et2P(CH2)2PEt2)Ni(η-Me3SiPPCMe3)
A
bis{1,2-bis(diethylphosphino)ethane}nickel(0)
B
(((C2H5)2PCH2CH2P(C2H5)2)Ni)2P2
C
Methoxytrimethylsilane
D
tert-butylphosphine
E
1,2-Di-tert-butyldiphosphane
Conditions | Yield |
---|---|
With methanol In toluene excess CH3OH, reaction proceeds slowly at 0°C and rapidly at 20°C; observed by NMR-spectroscopy; |
((C6H11)2PCH2CH2P(C6H11)2)Ni(HPPC(CH3)3)
A
((C6H11)2PCH2CH2P(C6H11)2Ni)2P2
B
tert-butylphosphine
Conditions | Yield |
---|---|
In toluene 5 d at 80°C; |
Conditions | Yield |
---|---|
In gas above 298 K; |
tert-butyldichlorophosphine
A
1,2,3,4-Tetra-tert-butyl-tetraphosphetane
B
tert-butylphosphine
C
1,2-Di-tert-butyldiphosphane
Conditions | Yield |
---|---|
With triethylsilane; gallium(III) trichloride In chlorobenzene at 100℃; for 168h; |
tert-butyldichlorophosphine
A
1,2,3,4-Tetra-tert-butyl-tetraphosphetane
B
tert-butylphosphine
Conditions | Yield |
---|---|
With triethylsilane; gallium(III) trichloride In chlorobenzene at 100℃; for 168h; |
tert-butylphosphine
Conditions | Yield |
---|---|
With borane-THF In tetrahydrofuran; hexane at 0℃; for 1h; | 99% |
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane (Ar); transferring of soln. of t-BuPH2 in hexane to flask via syringe, slowly addn. of BH3-THF complex in THF at 0°C , stirring for 1 h at this temp.; removal of solvents under vac., distn. in vac.; | 99% |
tris(3,4,5-trifluorophenyl)borane
tert-butylphosphine
tris(3,4,5-trifluorophenyl)boron-tert-butylphosphine adduct
Conditions | Yield |
---|---|
In light petroleum (inert atmosphere); stirring (48 h); decantation, drying (vac.), further material from the supernatant; no reliable elemental analysis; | 99% |
tert-butylphosphine
tris(pentafluorophenyl)borate
tris(pentafluorophenyl)boron-tert-butylphosphine adduct
Conditions | Yield |
---|---|
In light petroleum (inert atmosphere); stirring (48 h); decantation, drying (vac.), further material from the supernatant; no reliable elemental analysis; | 99% |
tert-butylphosphine
tris(2,6-difluorophenyl)borane triethylphosphine oxide
tris(2,6-difluorophenyl)boron-tert-butylphosphine adduct
Conditions | Yield |
---|---|
In light petroleum (inert atmosphere); stirring (48 h); decantation, drying (vac.), further material from the supernatant; no reliable elemental analysis; | 99% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 20℃; | 99% |
tricarbonylcyclopentadienylmolybdenum(II) chloride
tert-butylphosphine
Conditions | Yield |
---|---|
In methyl cyclohexane under N2; equimolar mixt. of Mo complex and ligand in methylcyclohexaneheated at 70°C for 1 h; cooled to room temp.; concd. in vac.; crystd. at 0°C; filtered; washed with pentane; dried in vac.; elem. anal.; | 98% |
tert-butylphosphine
C5(CH3)5TaCl4(PH2C(CH3)3)
Conditions | Yield |
---|---|
In toluene in dry Ar atmosphere C5(CH3)5TaCl4 suspended in toluene, equimolar amt. of PH2C(CH3)3 added, stirred at room temp. until clear soln. obtained; solvent removed to dryness, residue extd. with-pentane, cooled to 5 °C, crystn.; elem. anal.; | 96% |
Conditions | Yield |
---|---|
With trifluoroacetic acid at 80℃; | 96% |
Conditions | Yield |
---|---|
With trifluoroacetic acid at 80℃; | 95% |
tert-butylphosphine
1,5-dihydro-benzo[e][1,3,2]dioxathiepine 3,3-dioxide
2-tert-butyl-1,3-dihydro-isophosphindole 2-oxide
Conditions | Yield |
---|---|
Multistep reaction; | 94% |
With n-butyllithium; dihydrogen peroxide; sodium sulfate In tetrahydrofuran | 94% |
pentamethylcyclopentadienyl niobium(V) tetrachloride
tert-butylphosphine
C5(CH3)5NbCl4(PH2C(CH3)3)
Conditions | Yield |
---|---|
In toluene; pentane in dry Ar atmosphere C5(CH3)5NbCl4 suspended in toluene, equimolar amt. of PH2C(CH3)3 added, stirred at room temp. until clear soln. obtained; solvent removed to dryness, residue extd. with-pentane, cooled to 5 °C, crystn.; elem. anal.; | 94% |
tert-butylphosphine
di-tert-butyldichloromethylenediphosphine
tert-butyldichlorophosphine
Conditions | Yield |
---|---|
In toluene at 60℃; for 12h; | 93% |
Conditions | Yield |
---|---|
With trifluoroacetic acid at 80℃; | 93% |
tert-butylphosphine
[(tert-butyl)phosphane]dicarbonyl(η(5)-cyclopentadienyl)iron(II) tetrafluoroborate
Conditions | Yield |
---|---|
In acetonitrile byproducts: CO; N2-atmosphere; stirring Fe-complex with slight excess of phosphine (70°C, 20 h); concn. (vac.), pptn. on ether addn., filtration, drying (vac.); elem. anal.; | 91% |
In acetonitrile byproducts: CO; N2 atmosphere, mixing of cooled soln. of Fe complex (0°C) with phosphane, stirring (60°C, 10 h); reduction of volume (vacuum), pptn. (ether), filtration, washing (ether), drying (vacuum); elem. anal.; | 85% |
Conditions | Yield |
---|---|
Stage #1: tert-butylphosphine In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Schlenk technique; Inert atmosphere; Stage #2: methyl 4,6-O-benzylidene-2,3-anhydro-α-D-mannopyranoside In tetrahydrofuran for 6h; Schlenk technique; | 90% |
Conditions | Yield |
---|---|
With n-butyllithium 1.) Et2O, n-hexane, reflux, 0.5 h, 2.) n-pentane, -78 deg C, 1 h; | 89% |
(η5-cyclopentadienyl)Re(NO)(P(C6H5)3)(CF3SO3)
tert-butylphosphine
Conditions | Yield |
---|---|
In benzene addn. of P(t-Bu)H2 to complex in a Schlenk tube with stirring, react. time 3 h; addn. of hexane, ppt. filtered, washed with hexane, dissolved in THF, slowly addn. of ether, ppt. filtered, dried under oil pump vac.; elem. anal.; | 89% |
tert-butylphosphine
Conditions | Yield |
---|---|
In benzene addn. of P(t-Bu)H2 to complex in a Schlenk tube with stirring, react. time 3 h; addn. of hexane, ppt. filtered, washed with hexane, dissolved in THF, slow addn. of ether by vapor diffusion, ppt. filtered, dried under oil pump vac., pure by 1H- and 31P-NMR; | 88% |
tert-butylphosphine
bis(diphenylphosphino)methane
tert-butyldichlorophosphine
Conditions | Yield |
---|---|
In toluene at 60 - 80℃; for 12h; | 86% |
chloro-trimethyl-silane
tert-butylphosphine
tert-butylbis(trimethylsilyl)phosphine
Conditions | Yield |
---|---|
Stage #1: tert-butylphosphine With n-butyllithium In diethyl ether at -78 - 20℃; for 2.25h; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: chloro-trimethyl-silane In diethyl ether at -78 - 20℃; | 86% |
2-chloroacetylenephosphonic acid dimethyl ester
tert-butylphosphine
Conditions | Yield |
---|---|
85% |
Conditions | Yield |
---|---|
In diethyl ether byproducts: Fe(CO)5; strirring at room temp. for 24 h in dark; filtration, removing Fe(CO)5, distn.; elem. anal.; | 84% |
tert-butylphosphine
(5aS,9aS)-octahydrobenzo[e][1,3,2]dioxathiepine 3,3-dioxide
(3aS,7aS)-2-(tert-butyl)octahydro-1H-isophosphindole 2-sulfide
Conditions | Yield |
---|---|
Stage #1: tert-butylphosphine With n-butyllithium In tetrahydrofuran; octane; hexane at -78 - 20℃; for 1h; Inert atmosphere; Stage #2: (5aS,9aS)-octahydrobenzo[e][1,3,2]dioxathiepine 3,3-dioxide In tetrahydrofuran; octane; hexane at -78 - 20℃; for 4h; Inert atmosphere; Further stages; | 81% |
Stage #1: tert-butylphosphine With n-butyllithium In tetrahydrofuran; octane; hexane at -78 - 20℃; Stage #2: (5aS,9aS)-octahydrobenzo[e][1,3,2]dioxathiepine 3,3-dioxide With n-butyllithium In tetrahydrofuran; octane; hexane at -78 - 20℃; Stage #3: With sulfur In tetrahydrofuran; octane; hexane; water at 20℃; for 2h; optical yield given as %ee; | 81% |
Conditions | Yield |
---|---|
Stage #1: tert-butylphosphine With n-butyllithium In hexane; pentane at 0℃; Schlenk technique; Inert atmosphere; Stage #2: di-tert-butylantimony chloride In hexane; pentane at -20 - 20℃; Schlenk technique; Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
In diethyl ether 0°C, stirring for 1 h at room temp.; | 80% |
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