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905947-49-1

Basic Information
CAS No.: 905947-49-1
Name: 3-(10-phenyl-9-anthracenyl)phenyl boronic acid
Article Data: 2
Molecular Structure:
Molecular Structure of 905947-49-1 (3-(10-phenyl-9-anthracenyl)phenyl boronic acid)
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
Synthetic route
150-46-9

triethyl borate

1023674-80-7

9-(3-bromophenyl)-10-phenylanthracene

905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

Conditions
ConditionsYield
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%
23674-20-6

9-bromo-10-phenylanthracene

905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

Conditions
ConditionsYield
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
905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

27973-29-1

1,6-dibromopyrene

C68H42

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 120℃; for 48h;83.8%
905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

2-Chloro-4-phenyl-6-{3-(pyridin-3-yl)phenyl}pyrimidine

4-phenyl-2-{3-(10-phenylanthracen-9-yl)phenyl}-6-{3-(pyridin-3-yl)phenyl}pyrimidine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux;80.4%
With tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene40%
905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

83-53-4

1,4-dibromonaphthalene

C36H23Br

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 12h; Reflux;67%
905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

13720-06-4

2,6-dibromonaphthalene

C62H40

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 8h; Suzuki Coupling; Heating / reflux;65%
905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

C43H25I

C69H42

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h;64%
905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

919791-93-8

3,5-dipyrenylbromobenzene

C64H38

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 8h; Heating / reflux;62%
905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

C41H25I

C67H42

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h;61%
905947-49-1

{3-(10-phenylanthracen-9-yl)phenyl}boronic acid

C29H30BrN

C55H47N

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene Reflux;60%
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