Products Categories
CAS No.: | 1028648-22-7 |
---|---|
Name: | 9-(biphenyl-4-yl)-3-boric acid-9H-carbazole |
Article Data: | 11 |
Molecular Structure: | |
Formula: | C24H18BNO2 |
Molecular Weight: | 363.223 |
Synonyms: | 9-(biphenyl-4-yl)-3-boric acid-9H-carbazole;(9-([1,1'-biphenyl]-4-yl)-9H-carbazol- 3-yl)boronic acid;(9-([1,1'-biphenyl]4-yl)-9H-carbazol-3yl)boronic;9-(Biphenyl-4-yl)-9H-carbazol-3-yl)-boronic acid |
Density: | 1.18±0.1 g/cm3(Predicted) |
Boiling Point: | 555.9±60.0 °C(Predicted) |
PSA: | 45.39000 |
LogP: | 4.13050 |
9-[1,1’-biphenyl-4-yl]-3-bromo-9H-carbazole
Trimethyl borate
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
Stage #1: 9-[1,1′-biphenyl-4-yl]-3-bromo-9H-carbazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 20h; Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane at 20℃; for 3h; | 91% |
Stage #1: 9-[1,1′-biphenyl-4-yl]-3-bromo-9H-carbazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane for 0.166667h; | 75.2% |
9-[1,1’-biphenyl-4-yl]-3-bromo-9H-carbazole
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
Stage #1: 9-[1,1′-biphenyl-4-yl]-3-bromo-9H-carbazole With n-butyllithium at -78℃; Stage #2: With Trimethyl borate Stage #3: With hydrogenchloride |
4-bromo-1,1'-biphenyl
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: copper(l) iodide; 1,10-Phenanthroline; potassium carbonate 2: N-Bromosuccinimide / dichloromethane 3: n-butyllithium / -78 °C View Scheme |
9-([1,1’-biphenyl]-4-yl)-9H-carbazole
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / dichloromethane 2: n-butyllithium / -78 °C View Scheme |
9H-carbazole
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: copper(l) iodide; 1,10-Phenanthroline; potassium carbonate 2: N-Bromosuccinimide / dichloromethane 3: n-butyllithium / -78 °C View Scheme |
hydrogenchloride
9-[1,1’-biphenyl-4-yl]-3-bromo-9H-carbazole
Trimethyl borate
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
With n-BuLi In dichloromethane boron substituted Br in CH2Cl2 at -78°C in presence of n-BuLi andHCl; |
3-bromo-9H-carbazole
4-iodo-biphenyl
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: tris-(dibenzylideneacetone)dipalladium(0); tributylphosphine / toluene / 12 h / Heating 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.2: 1 h / -78 - 20 °C 2.3: 0.17 h View Scheme |
3-bromo-9H-carbazole
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 18-crown-6 ether; 1,10-Phenanthroline; copper(l) iodide; potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / 130 - 135 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 1 h / -90 °C / Inert atmosphere; Heating 2.2: 1 h View Scheme |
4-iodo-biphenyl
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 18-crown-6 ether; 1,10-Phenanthroline; copper(l) iodide; potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / 130 - 135 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 1 h / -90 °C / Inert atmosphere; Heating 2.2: 1 h View Scheme |
9-[1,1’-biphenyl-4-yl]-3-bromo-9H-carbazole
boric acid tributyl ester
9‐{[1,1'‐biphenyl]‐4‐yl}carbazol‐3‐ylboronic acid
Conditions | Yield |
---|---|
Stage #1: 9-[1,1′-biphenyl-4-yl]-3-bromo-9H-carbazole With n-butyllithium In tetrahydrofuran at -90℃; for 1h; Inert atmosphere; Heating; Stage #2: boric acid tributyl ester In tetrahydrofuran for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water; Petroleum ether | 0.7 mol |