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Conditions | Yield |
---|---|
In neat (no solvent) byproducts: ClSi(CH3)3; 60°C, 12h, ampul; | 98% |
In dichloromethane byproducts: ClSi(CH3)3; in inert atmosphere, dropwise addn. of trimethylphenylsilane to a stirred soln. of BCl3 at -78°C, stirring (-78°C, 1 h), slow warming to room temp.; evapn. in vac. at 30°C.; | 92% |
boron trichloride
diborane
benzene
A
phenylborondichloride
B
hydrogen
Conditions | Yield |
---|---|
byproducts: boron hydride; High Pressure; under N2; diborane and trihalogen-borane was added to benzene at -130°C, then in a closed autoclave the mixture was heated to 130°C for 90 min; at -195.8°C H2 was removed, at room temp. the residue of trihalogen-borane and diborane were removed; | A 46% B 77% |
Conditions | Yield |
---|---|
In octane boroxine was added under Ar to a soln. of AlCl3, the mixt was heated at about 100 °C for 10 h (stirring);; filtration, residue washed with hexane, dried in vac. at 20°C, recrystd. from benzene; elem. anal.;; | A 68% B n/a |
ethylbenzene
boron trichloride
diborane
A
ethyl-dichloro-borane
B
phenylborondichloride
C
(3-ethylphenyl)dichloroborane
D
(4-ethylphenyl)dichloroborane
E
hydrogen
Conditions | Yield |
---|---|
With sodium hydroxide byproducts: benzene, boron hydride, CH3CH2C6H5; High Pressure; under N2; diborane and trihalogen-borane was added to ethylbenzene at -130°C, then in a closed autoclave the mixture was heated to 125°C for 85 min; at -195.8°C H2 was removed, at room temp. the residue of trihalogen-borane and diborane were removed; | A 16% B 4.5% C n/a D n/a E 68% |
Conditions | Yield |
---|---|
iron(III) chloride In dichloromethane byproducts: BCl2(OC2H5); slow addn. of boronate to BCl3 soln. contg. FeCl3 under N2, 0°C, within 10 min; stirring at 0°C, 1 h and at 25°C, 1 h; evapn.; extn. (CH2Cl2); evapn.; distn.; | 67% |
Isopropylbenzene
boron trichloride
diborane
A
dichloro-isopropyl-borane
B
m-Dichlor(isopropylphenyl)boran
C
p-Dichlor(isopropylphenyl)boran
D
phenylborondichloride
E
hydrogen
Conditions | Yield |
---|---|
byproducts: boron hydride, benzene, C3H8; High Pressure; under N2; diborane and trihalogen-borane was added to cumene at -130°C, then in a closed autoclave the mixture was heated to 130°C for 90 min; at -195.8°C H2 was removed, at room temp. the residue of trihalogen-borane and diborane were removed, unseparable isomers; elem. anal.; | A 4% B n/a C n/a D 20% E 61% |
Conditions | Yield |
---|---|
In benzene BCl3 cooled at -78°C and quickly added to Sn(C6H5)4, cooled at 5°C while stirring; warming at ambient temp., boiled for 3.5 h using back-flow; best lab. method; solvent must be distd. below 140°C (immersion thermometer!); crude product distd. between 150-200°C; fractional vac. distn.; | 56% |
In benzene BCl3 cooled at -78°C and quickly added to Sn(C6H5)4, cooled at 5°C while stirring; warming at ambient temp., boiled for 3.5 h using back-flow; best lab. method; solvent must be distd. below 140°C (immersion thermometer!); crude product distd. between 150-200°C; fractional vac. distn.; | 56% |
Conditions | Yield |
---|---|
In neat (no solvent, solid phase) N2 atmosphere, (room temp., 1E-3 Torr); pptn. (petroleum ether, room temp., 2 d), recrystn. (decane); elem. anal.; | A n/a B 26% |
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane-d2 byproducts: B3Cl3O3; under N2, stirred at room temp. for 2 h; decanted in an NMR tube, cooled to -196°C and sealed; NMR, IR, mass spectra; | A 25% B n/a |
Conditions | Yield |
---|---|
With boron trichloride | |
With phosphorus pentachloride |
bis(s-butyloxy)phenyl borane
phenylborondichloride
Conditions | Yield |
---|---|
With boron trichloride |
Conditions | Yield |
---|---|
With boron trichloride at 200℃; |
diethyl phenylboronate
phenylborondichloride
Conditions | Yield |
---|---|
With boron trichloride |
Conditions | Yield |
---|---|
With boron trichloride | |
With phosphorus pentachloride |
diisobutyl phenylborate
phenylborondichloride
Conditions | Yield |
---|---|
With phosphorus pentachloride |
chloro-phenoxy-phenyl-borane
A
phenylborondichloride
B
diphenyl phenylboronate
Conditions | Yield |
---|---|
at 155 - 160℃; under 0.05 Torr; |
Conditions | Yield |
---|---|
With boron trichloride; benzene at 180 - 200℃; ueber mehrere Stufen; |
Conditions | Yield |
---|---|
With boron trichloride at 180 - 200℃; |
Conditions | Yield |
---|---|
With boron trichloride; aluminium | |
With aluminium trichloride; boron trichloride | |
With iodine; boron trichloride |
Conditions | Yield |
---|---|
With Al(I2,AlCl3) | |
With aluminium trichloride; iodine for tech. application; | |
With palladium thermally; |
aluminium trichloride
boron trichloride
benzene
phenylborondichloride
Conditions | Yield |
---|---|
In octane | |
In octane |
triphenylboroxine
phosphorus trichloride
phenylborondichloride
boron trichloride
phenylborondichloride
Conditions | Yield |
---|---|
With (dialkoxy)phenylborane |
Conditions | Yield |
---|---|
byproducts: H2O; distn.;; |
Conditions | Yield |
---|---|
Irradiation (UV/VIS); | |
Irradiation (UV/VIS); |
Conditions | Yield |
---|---|
In pentane at -78 - 20℃; Inert atmosphere; | 100% |
In hexane | 87% |
In hexane | 87% |
nitrido(tetra-tert-butylphthalocyaninato)rhenium(V)
phenylborondichloride
((CH3)3CC8H3NN)4ReNBCl2C6H5
Conditions | Yield |
---|---|
In dichloromethane Re compd. dissolved in CH2Cl2 and cooled to -5°C, electrophile added dropwise to this soln., stirred for 6 h at -5°C; solvent removed at -5°C, elem. anal.; | 100% |
4-phenyl-1,2,3-selenadiazole
phenylborondichloride
4-phenyl-1,2,3-selenadiazole phenyldichloroborane complex
Conditions | Yield |
---|---|
In benzene at 20℃; for 1h; | 100% |
5,5-dimethyl-5H-dibenzo[b,f]stannepine
phenylborondichloride
5-phenyl-5H-dibenzo[b,f]borepin
Conditions | Yield |
---|---|
In toluene at -78 - 20℃; for 18h; Inert atmosphere; | 100% |
In toluene Schlenk air-free techniques; react. of Sn compound and PhBCl2 at -78°C; | 99% |
phenylborondichloride
5,5-dimethyl-5H-dibenzo[b,d]stannole
5-phenyl-5H-dibenzo[b,d]borole
Conditions | Yield |
---|---|
In toluene byproducts: Me2SnCl2; (Ar); using Schlenk techniques; vac. transferring of toluene into flask with C12H8SnMe2 at -78°C; addn. dropwise via syringe of soln. of C6H5BCl2 at -78°C, slowly warming to room temp., stirring overnight; removal of solvent under vac., transferring to a sublimator, removal of Me2SnCl2 under static vac. at 40°C for 2 days, elem. anal.; | 99% |
In water; toluene at -78 - 20℃; for 12h; Inert atmosphere; Schlenk technique; | |
In toluene at -78 - 20℃; Inert atmosphere; |
phenylborondichloride
bis(bis(trimethylsilyl)cyclopentadienyl)phenylborane
Conditions | Yield |
---|---|
In pentane byproducts: TlCl; Ar-atmosphere; dropwise addn. of B-compd. to 2 equiv. of Tl-compd. at room temp., stirring overnight; filtration off of TlCl, washing (pentane), slow evapn. (below 30°C), solidified on cooling, recrystn. (pentane); | 99% |
phenylborondichloride
Conditions | Yield |
---|---|
With triethylamine In chlorobenzene at 130℃; for 12h; Glovebox; | 99% |
phenylborondichloride
Conditions | Yield |
---|---|
With triethylamine In chlorobenzene at 130℃; for 14h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With sodium; 1,2-dibromomethane In xylene Ar; to suspension of Na were added at 138°C during 1.5 h silane and borane (4:1) and CH2Br2; 30 min reflux; filtration; evapn. of solvent and drying at 100°C for 20 h (vacuo); elem. anal.; | 98.8% |
Conditions | Yield |
---|---|
With 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 55℃; for 240h; | 98% |
With ammonia | 96% |
With NH3 | 96% |
phenylborondichloride
1,1,1,3,3,3-hexamethyl-disilazane
2,4,6-triphenylborazine
Conditions | Yield |
---|---|
In dichloromethane (Ar), (Me3Si)2NH in CH2Cl2 cooled to -78°C, treated with PhBCl2 under stirring, kept at 55°C for 10 d; evapd.(vac.), crystd.(Et2O); | 98% |
In benzene byproducts: Me3SiCl; absence of moisture; addn. of silylamine to borane derivative (during 4h, cooling in ice/EtOH, stirring), slow warming to room temp. (overnight); distn. of Me3SiCl (50-55°C, atmospheric pressure), repeated fractional distn.; | 78% |
1,1-chloro(methyl)-1-sila-[1]ferrocenophane
phenylborondichloride
(C5H4B(C6H5)Cl)Fe(C5H4SiCl2(CH3))
Conditions | Yield |
---|---|
In hexane under Ar; Fe complex dissolved in hexane; added dropwise at 0°C to soln. of PhBCl2 (5 equiv.) in hexane; stirred at room temp. for 3 h; volatiles removed in vac.; taken up in hexane; soln. filtered over Na2SO4; solvent removed; detd. by (1)H NMR spectra; | 98% |
Conditions | Yield |
---|---|
Stage #1: bis-valine N,N'-sulfone; phenylborondichloride In toluene for 0.5h; Stage #2: With polymer-bound 2,6-di-tert-butylpyridine In toluene for 0.25h; | 98% |
8-((trimethylsilyl)oxy)quinoline
phenylborondichloride
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1h; | 98% |
In dichloromethane | 98% |
phenylborondichloride
Conditions | Yield |
---|---|
In toluene at -35 - 20℃; for 1.5h; | 98% |
phenylborondichloride
Conditions | Yield |
---|---|
In toluene Ar-atmosphere; refluxing (overnight); evapn. (vac.); | 97.7% |
phenylborondichloride
(C5H4B(C6H5)Cl)Fe(C5H4SiCl3)
Conditions | Yield |
---|---|
In hexane under Ar; Fe complex dissolved in hexane; added dropwise at 0°C to soln. of PhBCl2 (5 equiv.) in hexane; stirred at room temp. for 3 h; volatiles removed in vac.; taken up in hexane; soln. filtered over Na2SO4; solvent removed; detd. by (1)H NMR spectra; | 97% |
Conditions | Yield |
---|---|
In toluene at 0℃; for 2.5h; Inert atmosphere; Reflux; | 97% |
Conditions | Yield |
---|---|
In benzene byproducts: Me3SiCl; cooling (0°C), stirring (12 h, room temp.); evapn. (vac.), distn. (50°C, 1 torr); | 96.5% |
phenylborondichloride
Bis-(dimethylamino)-phenylboran
chloro(dimethylamino)phenylborane
Conditions | Yield |
---|---|
(dichloro)phenylborane was added to bis(dimethylamino)phenylborane keeping the temp. at 60-70°C, stirred for 30 min; destn.; | 96% |
In neat (no solvent) mixed and set aside for 3 h; distd. in vac.; | 90% |
phenylborondichloride
dicyclohexyl-carbodiimide
C6H5BCl2N(C6H11)CN(C6H11)
Conditions | Yield |
---|---|
In hexane PhBCl2 in hexane treated with equiv. of ligand at ambient temp.; isolated, crystd.; | 96% |
trimethylsilyl trifluoromethanesulfonate
phenylborondichloride
1-(1,2,4-triazol-4-yl)-2,4,6-trimethylbenzene
Conditions | Yield |
---|---|
Stage #1: phenylborondichloride; 1-(1,2,4-triazol-4-yl)-2,4,6-trimethylbenzene In toluene for 8h; Stage #2: trimethylsilyl trifluoromethanesulfonate In toluene at 110℃; for 24h; | 96% |
phenylborondichloride
A
(methyl)(phenyl)chloroborane
Conditions | Yield |
---|---|
Stage #1: phenylborondichloride; C25H30BFePSn In benzene-d6 at 20℃; for 2h; Inert atmosphere; Schlenk technique; Glovebox; Stage #2: In benzene-d6 at 50℃; Inert atmosphere; Schlenk technique; Glovebox; | A n/a B 96% |
phenylborondichloride
Conditions | Yield |
---|---|
With triethylamine In chlorobenzene at 135℃; for 48h; | 96% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; triethylamine In chlorobenzene at 135℃; for 24h; | 96% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; triethylamine In chlorobenzene at 135℃; for 24h; | 96% |
phenylborondichloride
dimethyl amine
({(CH3)2NH}2B(Cl)C6H5)(1+)*Cl(1-)=({(CH3)2NH}2B(Cl)C6H5)Cl
Conditions | Yield |
---|---|
In benzene | 95.5% |
In benzene | 95.5% |
phenylborondichloride
Conditions | Yield |
---|---|
Stage #1: 6,16-dimesityl-11-phenyl-subpyriporphyrin; phenylborondichloride In toluene for 1.5h; Stage #2: With silver tetrafluoroborate In toluene Further stages.; | 95% |
1,1-di-n-butyl-2,3,4,5-tetraphenylstannol
phenylborondichloride
A
dibutyltin chloride
B
1,2,3,4,5-pentaphenyl-1H-borole
Conditions | Yield |
---|---|
In toluene To a cooled toluene soln. of stannol was added PhBCl2, stirred for 3 h at room temp. (inert atm.);; filtered, ppt. was washed with toluene, dried in high vac.; elem. anal.;; | A n/a B 95% |
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