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CAS No.: | 905947-49-1 |
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Name: | 3-(10-phenyl-9-anthracenyl)phenyl boronic acid |
Article Data: | 2 |
Molecular Structure: | |
Formula: | C26H19BO2 |
Molecular Weight: | 374.247 |
Synonyms: | 3-(9-phenylanthracene-10-yl)phenylboronic acid;Boronic acid,[3-(10-phenyl-9-anthracenyl)phenyl];3-(9-phenylanthracen-10-yl)phenylboronic acid; |
PSA: | 40.46000 |
LogP: | 5.00680 |
triethyl borate
9-(3-bromophenyl)-10-phenylanthracene
water
{3-(10-phenylanthracen-9-yl)phenyl}boronic acid
Conditions | Yield |
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Stage #1: 9-(3-bromophenyl)-10-phenylanthracene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: triethyl borate In tetrahydrofuran; hexane at -78℃; for 12h; Stage #3: water With hydrogenchloride In tetrahydrofuran; hexane | 97.5% |
9-bromo-10-phenylanthracene
{3-(10-phenylanthracen-9-yl)phenyl}boronic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 1.2: 4 h / -78 °C 2.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene; water; ethanol / 5 h 3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 3.2: 12 h / -78 °C View Scheme |
Conditions | Yield |
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With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 120℃; for 48h; | 83.8% |
{3-(10-phenylanthracen-9-yl)phenyl}boronic acid
Conditions | Yield |
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With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux; | 80.4% |
With tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene | 40% |
Conditions | Yield |
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With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 12h; Reflux; | 67% |
Conditions | Yield |
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With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 8h; Suzuki Coupling; Heating / reflux; | 65% |
Conditions | Yield |
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With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h; | 64% |
{3-(10-phenylanthracen-9-yl)phenyl}boronic acid
3,5-dipyrenylbromobenzene
Conditions | Yield |
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With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 8h; Heating / reflux; | 62% |
Conditions | Yield |
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With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h; | 61% |
Conditions | Yield |
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With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene Reflux; | 60% |