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121848-75-7 Usage

Chemical Properties

off-white powder

Check Digit Verification of cas no

The CAS Registry Mumber 121848-75-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,1,8,4 and 8 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 121848-75:
(8*1)+(7*2)+(6*1)+(5*8)+(4*4)+(3*8)+(2*7)+(1*5)=127
127 % 10 = 7
So 121848-75-7 is a valid CAS Registry Number.

121848-75-7 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (D4254)  10,10'-Dibromo-9,9'-bianthracene  >98.0%(HPLC)(T)

  • 121848-75-7

  • 1g

  • 1,390.00CNY

  • Detail
  • TCI America

  • (D4254)  10,10'-Dibromo-9,9'-bianthracene  >98.0%(HPLC)(T)

  • 121848-75-7

  • 5g

  • 4,500.00CNY

  • Detail
  • Aldrich

  • (808245)  10,10′-dibromo-9,9′-bianthracene  

  • 121848-75-7

  • 808245-1G

  • 2,034.63CNY

  • Detail
  • Aldrich

  • (808245)  10,10′-dibromo-9,9′-bianthracene  

  • 121848-75-7

  • 808245-5G

  • 8,073.00CNY

  • Detail

121848-75-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 9-bromo-10-(10-bromoanthracen-9-yl)anthracene

1.2 Other means of identification

Product number -
Other names 9,9'-Bianthracene,10,10'-dibromo

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:121848-75-7 SDS

121848-75-7Synthetic route

9,9'-bianthracene
1055-23-8

9,9'-bianthracene

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
With N-Bromosuccinimide In chloroform at 20℃;95%
With bromine In carbon disulfide for 30h; Ambient temperature;92%
With N-Bromosuccinimide; acetic acid In chloroform for 3h; Reflux;92%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

A

9,9'-bianthracene
1055-23-8

9,9'-bianthracene

B

10-bromo-9,9′-bianthryl
122447-72-7

10-bromo-9,9′-bianthryl

C

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

D

C28H18Br2

C28H18Br2

Conditions
ConditionsYield
In benzene Product distribution; Irradiation; photolysis; also in 1,4-dioxane, acetonitrile;A 3.1%
B 3.8%
C 1.3%
D 90.7%
In benzene Irradiation;A 3.1%
B 3.8%
C 1.3%
D 90.7%
(10-bromo-9-anthracenyl)boronic acid
641144-16-3

(10-bromo-9-anthracenyl)boronic acid

Methyl 2-acetamidoacrylate
35356-70-8

Methyl 2-acetamidoacrylate

A

methyl 2-acetamido-3-(10-bromoanthracen-9-yl)propanoate
1227732-28-6

methyl 2-acetamido-3-(10-bromoanthracen-9-yl)propanoate

B

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
With triphenyl phosphite; palladium diacetate; caesium carbonate In N,N-dimethyl-formamide at 75℃;A 59%
B 13%
Tetradehydrodianthracene
187-98-4

Tetradehydrodianthracene

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
With bromine In various solvent(s) Ambient temperature;44%
(10-bromo-9-anthracenyl)boronic acid
641144-16-3

(10-bromo-9-anthracenyl)boronic acid

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
With Cu(OH)x has been encapsulated over montmorillonite-KSF; air In methanol at 20℃; for 1h; Green chemistry;41%
(10-bromo-9-anthracenyl)boronic acid
641144-16-3

(10-bromo-9-anthracenyl)boronic acid

Methyl 2-acetamidoacrylate
35356-70-8

Methyl 2-acetamidoacrylate

A

methyl 2-acetamido-3-(10-bromoanthracen-9-yl)prop-2-enoate
1227732-29-7

methyl 2-acetamido-3-(10-bromoanthracen-9-yl)prop-2-enoate

B

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
With triphenyl phosphite; sodium acetate; palladium diacetate In N,N-dimethyl-formamide at 75℃;A 20%
B 15%
formic acid
64-18-6

formic acid

Tetradehydrodianthracene
187-98-4

Tetradehydrodianthracene

A

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

B

Formic acid 10'-bromo-[9,9']bianthracenyl-10-yl ester

Formic acid 10'-bromo-[9,9']bianthracenyl-10-yl ester

C

C29H17BrO2

C29H17BrO2

Conditions
ConditionsYield
With bromine Title compound not separated from byproducts;A 13%
B 12.7 % Spectr.
C n/a
dianthranyl

dianthranyl

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
With carbon disulfide; bromine
dianthryl

dianthryl

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
With carbon disulfide; bromine
dinitrodianthryl

dinitrodianthryl

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
With bromine; acetic acid
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: zinc; zinc(II) chloride; water / tetrahydrofuran / 36 h / 20 °C / Inert atmosphere
2: toluene-4-sulfonic acid / toluene / 2 h / Inert atmosphere; Reflux
3: bromine / tetrachloromethane / 4 h / 0 - 20 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: zinc(II) chloride; zinc / tetrahydrofuran; water / 8 h / 20 °C
1.2: Reflux
2.1: N-Bromosuccinimide / chloroform / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: zinc; zinc(II) chloride / tetrahydrofuran; water / 36 h
2: bromine / tetrachloromethane / 0 °C
View Scheme
10,10′-tetrahydro-9,9′-dihydroxybianthryl
4393-30-0

10,10′-tetrahydro-9,9′-dihydroxybianthryl

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / toluene / 2 h / Inert atmosphere; Reflux
2: bromine / tetrachloromethane / 4 h / 0 - 20 °C / Cooling with ice
View Scheme
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc; hydrogenchloride; acetic acid
2: bromine / 1,2-dichloro-ethane
View Scheme
Multi-step reaction with 2 steps
1: zinc; hydrogenchloride
2: bromine / dichloromethane
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride; zinc; acetic acid / water / 50 °C
2: N-Bromosuccinimide; acetic acid / chloroform / 3 h / Reflux
View Scheme
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc; triphenylphosphine; nickel dibromide / tetrahydrofuran
2: N-Bromosuccinimide / N,N-dimethyl-formamide
View Scheme
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

10,10'-bis(3,4,5-trifluorophenyl)-9,9'-bianthracene
1505455-99-1

10,10'-bis(3,4,5-trifluorophenyl)-9,9'-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;96%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

phenylboronic acid
98-80-6

phenylboronic acid

10-bromo-10'-phenyl-9,9'-bianthracene

10-bromo-10'-phenyl-9,9'-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 1.5h; Inert atmosphere; Reflux;95.4%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

10-(2-naphthyl)-10'-bromo-9,9'-bianthracene

10-(2-naphthyl)-10'-bromo-9,9'-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 1.5h; Inert atmosphere; Reflux;95%
With tetrakis(triphenylphosphine) palladium(0); 2-dicyclophosphine-2',6'-dimethoxybiphenyl; sodium carbonate In ethanol; water; toluene at 80℃; for 16h; Inert atmosphere;74%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

3-fluorophenylboronic acid
768-35-4

3-fluorophenylboronic acid

10,10'-bis(3-fluorophenyl)-9,9'-bianthracene
1505455-96-8

10,10'-bis(3-fluorophenyl)-9,9'-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;93%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

4-fluoroboronic acid
1765-93-1

4-fluoroboronic acid

10,10'-bis(4-fluorophenyl)-9,9'-bianthracene
1505455-97-9

10,10'-bis(4-fluorophenyl)-9,9'-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;91%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

2,4-difluorophenylboronic acid
144025-03-6

2,4-difluorophenylboronic acid

10,10'-bis(2,4-difluorophenyl)-9,9'-bianthracene
1505455-98-0

10,10'-bis(2,4-difluorophenyl)-9,9'-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;90%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

4-formylphenylboronic acid,
87199-17-5

4-formylphenylboronic acid,

4,4′-([9,9′-bianthracene]-10,10′-diyl)dibenzaldehyde

4,4′-([9,9′-bianthracene]-10,10′-diyl)dibenzaldehyde

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 24h; Inert atmosphere; Reflux;90%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

10,10′-bis(p-tolylethynyl)-9,9′-bianthryl

10,10′-bis(p-tolylethynyl)-9,9′-bianthryl

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 70 - 80℃; for 36h; Sonogashira Cross-Coupling; Inert atmosphere; Sealed tube;89%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

o-fluorophenylboronic acid
1993-03-9

o-fluorophenylboronic acid

10,10'-bis(2-fluorophenyl)-9,9'-bianthracene
1505455-95-7

10,10'-bis(2-fluorophenyl)-9,9'-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;89%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

4-trifluoromethylphenylboronic acid
128796-39-4

4-trifluoromethylphenylboronic acid

10,10′-bis(4-(trifluoromethyl)phenyl)-9,9′-bianthracene

10,10′-bis(4-(trifluoromethyl)phenyl)-9,9′-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran Suzuki Coupling;89%
(4-(2-phenyl-1H-benzo[d]imidazol-1-yl)phenyl)-boronic acid
867044-33-5

(4-(2-phenyl-1H-benzo[d]imidazol-1-yl)phenyl)-boronic acid

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

C66H42N4

C66H42N4

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 5h; Inert atmosphere; Reflux;87.14%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

9,9’-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-phenylene)bis(3,6-di-tert-butyl-9H-carbazole)

9,9’-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-phenylene)bis(3,6-di-tert-butyl-9H-carbazole)

10,10′ -bis(3,5-bis(3,6-di-tert-butylcarbazol-9-yl)-phenyl)-9,9′ -bianthracene

10,10′ -bis(3,5-bis(3,6-di-tert-butylcarbazol-9-yl)-phenyl)-9,9′ -bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran for 24h; Suzuki-Miyaura Coupling; Reflux; Inert atmosphere;87%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

dibenzosuberenon
2222-33-5

dibenzosuberenon

C58H38O2

C58H38O2

Conditions
ConditionsYield
Stage #1: 10,10'-dibromo-9,9'-bianthryl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: dibenzosuberenon In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Inert atmosphere;
86%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

10-hexadecyl-3-vinyl-10H-phenothiazine

10-hexadecyl-3-vinyl-10H-phenothiazine

10,10'-bis((E)-2-(10-hexadecyl-10H-phenothiazine-3-yl)vinyl)-9,9'-bianthracene

10,10'-bis((E)-2-(10-hexadecyl-10H-phenothiazine-3-yl)vinyl)-9,9'-bianthracene

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Heck Reaction; Inert atmosphere;85%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

3,5-bis-trifluromethylphenylboronic acid
73852-19-4

3,5-bis-trifluromethylphenylboronic acid

10,10'-bis[3,5-bis(trifluoromethyl)phenyl]-9,9'-bianthracene
1505456-00-7

10,10'-bis[3,5-bis(trifluoromethyl)phenyl]-9,9'-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;83%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

(meta-(trifluoromethyl)phenyl)boronic acid
1423-26-3

(meta-(trifluoromethyl)phenyl)boronic acid

10,10′-bis(3-(trifluoromethyl)phenyl)-9,9′-bianthracene

10,10′-bis(3-(trifluoromethyl)phenyl)-9,9′-bianthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran Suzuki Coupling;83%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

4-dihydroxyborylstilbene
250603-10-2

4-dihydroxyborylstilbene

10,10'-distylbenylbiantryl

10,10'-distylbenylbiantryl

Conditions
ConditionsYield
With potassium carbonate; Pd catalyst In tetrahydrofuran; toluene; butan-1-ol for 80h; Heating;82%
10-octyl-3-vinyl-10H-phenothiazine

10-octyl-3-vinyl-10H-phenothiazine

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

10,10'-bis((E)-2-(10-octyl-10H-phenothiazine-3-yl)vinyl)-9,9'-bianthracene

10,10'-bis((E)-2-(10-octyl-10H-phenothiazine-3-yl)vinyl)-9,9'-bianthracene

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Heck Reaction; Inert atmosphere;82%
bis(4-methoxyphenyl)amine
101-70-2

bis(4-methoxyphenyl)amine

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

C56H44N2O4

C56H44N2O4

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 120℃; for 8h; Buchwald-Hartwig Coupling; Inert atmosphere;82%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

4-(10'-bromo-9,9'-bianthracene-10-yl)dibenzo[b,d]furan

4-(10'-bromo-9,9'-bianthracene-10-yl)dibenzo[b,d]furan

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 90℃; Inert atmosphere;81%
(E)-2-bromostilbene
54737-45-0

(E)-2-bromostilbene

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

magnesium
7439-95-4

magnesium

C56H38

C56H38

Conditions
ConditionsYield
Stage #1: (E)-2-bromostilbene; magnesium With iodine In tetrahydrofuran at 20 - 60℃; for 1.5h;
Stage #2: 10,10'-dibromo-9,9'-bianthryl With diisobutylaluminium hydride; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; toluene at 20℃; Heating / reflux;
80%
1-bromo-3-(1-phenylprop-1-en-2-yl)benzene

1-bromo-3-(1-phenylprop-1-en-2-yl)benzene

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

magnesium
7439-95-4

magnesium

C58H42

C58H42

Conditions
ConditionsYield
Stage #1: 1-bromo-3-(1-phenylprop-1-en-2-yl)benzene; magnesium With iodine In tetrahydrofuran at 20 - 60℃; for 1.5h;
Stage #2: 10,10'-dibromo-9,9'-bianthryl With diisobutylaluminium hydride; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; toluene at 20℃; Heating / reflux;
79%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

C26H35NS

C26H35NS

10,10'-bis((E)-2-(10-dodecyl-10H-phenothiazine-3-yl)vinyl)-9,9'-bianthracene

10,10'-bis((E)-2-(10-dodecyl-10H-phenothiazine-3-yl)vinyl)-9,9'-bianthracene

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Heck Reaction; Inert atmosphere;79%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

3,5-di(4-tertiarybutylphenyl)phenylboronic acid

3,5-di(4-tertiarybutylphenyl)phenylboronic acid

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 24h; Reflux; Inert atmosphere;75%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl]-(3-methylphenyl)phenylamine

N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl]-(3-methylphenyl)phenylamine

10,10'-bis(N-4-((3-methylphenyl)phenylamino)phenyl)-9,9'-dianthryl

10,10'-bis(N-4-((3-methylphenyl)phenylamino)phenyl)-9,9'-dianthryl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; potassium carbonate In toluene at 120℃; Inert atmosphere;75%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

benzo[b]naphtho[2,3-d]furan-2-ylboronic acid

benzo[b]naphtho[2,3-d]furan-2-ylboronic acid

C44H25BrO

C44H25BrO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); 2-dicyclophosphine-2',6'-dimethoxybiphenyl; sodium carbonate In ethanol; water; toluene at 80℃; for 16h; Inert atmosphere;75%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

4-(diphenylamino)phenyl boronic acid
201802-67-7

4-(diphenylamino)phenyl boronic acid

10,10′-bis(N,N-diphenyl-4-anilino)-9,9′-bianthryl

10,10′-bis(N,N-diphenyl-4-anilino)-9,9′-bianthryl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In water; toluene at 90 - 100℃; for 12h; Suzuki Coupling; Inert atmosphere; Sealed tube;74%
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

3,5-diphenylphenylboronic acid
128388-54-5

3,5-diphenylphenylboronic acid

10,10'-di([1,1':3′,1''-terphenyl]-5'-yl)-9,9'-bianthracene

10,10'-di([1,1':3′,1''-terphenyl]-5'-yl)-9,9'-bianthracene

Conditions
ConditionsYield
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 4h; Reflux; Inert atmosphere;73%

121848-75-7Relevant articles and documents

Investigations of the heavy atom effect occurring in bianthryl and 10,10′-dibromobianthryl. Fluorescence, cyclovoltamperometric and actinometric studies

Mac, Marek,Danel, Andrzej,Kizior, Katarzyna,Nowak, Pawel,Karocki, Andrzej,Tokarczyk, Bogdan

, p. 988 - 997 (2003)

A preliminary study of photophysical and photochemical properties of 9,9′-bianthryl (BA) and 10,10′-dibromo,9,9′-bianthryl (DBrBA) is presented. Dual fluorescence occurring in bianthryl (BA) has been investigated in solvents containing heavy atoms, such as chlorine, bromine and iodine. The presence of heavy atoms reduces strongly the fluorescence lifetimes and the fluorescence quantum yields of BA, the effect is strongest in ethyl iodide, i.e. in the solvent containing the heaviest atom, iodine. On the other hand, it has been found that introduction of two heavy atoms (bromine) into the bianthryl molecule modifies noticeably its fluorescence properties, which indicates existance of an internal heavy atom effect. Again, a reduction of the fluorescence lifetime and the fluorescence quantum yield, compared to the parent molecule, has been observed. On the basis of these observations the mechanism of 1CT ?3LE intersystem crossing has been discussed. In BA the rate determining process is a reversible spin inversion within the radical pair. In DBrBA where the spin flip is accelerated by the presence of heavy atoms (bromines) the spin-allowed electron transfer 3CT ?3LE becomes important in the overall intersystem crossing process. It has been found that DBrBA undergoes a photoreduction in the presence of aromatic donors, such as amines, leading finally to BA. Similar reaction seems to be observed in electrochemical measurement. The reduction of DBrBA originates from the primary electron transfer process either photoinduced or electrochemical leading to the free anion radicals of DBrBA.

Photoinduced C-C reactions on insulators toward photolithography of graphene nanoarchitectures

Palma, Carlos-Andres,Diller, Katharina,Berger, Reinhard,Welle, Alexander,Bj?rk, Jonas,Cabellos, Jose Luis,Mowbray, Duncan J.,Papageorgiou, Anthoula C.,Ivleva, Natalia P.,Matich, Sonja,Margapoti, Emanuela,Niessner, Reinhard,Menges, Bernhard,Reichert, Joachim,Feng, Xinliang,R?der, Hans Joachim,Klappenberger, Florian,Rubio, Angel,Müllen, Klaus,Barth, Johannes V.

, p. 4651 - 4658 (2014)

On-surface chemistry for atomically precise sp2 macromolecules requires top-down lithographic methods on insulating surfaces in order to pattern the long-range complex architectures needed by the semiconductor industry. Here, we fabricate sp2-carbon nanometer-thin films on insulators and under ultrahigh vacuum (UHV) conditions from photocoupled brominated precursors. We reveal that covalent coupling is initiated by C-Br bond cleavage through photon energies exceeding 4.4 eV, as monitored by laser desorption ionization (LDI) mass spectrometry (MS) and X-ray photoelectron spectroscopy (XPS). Density functional theory (DFT) gives insight into the mechanisms of C-Br scission and C-C coupling processes. Further, unreacted material can be sublimed and the coupled sp2-carbon precursors can be graphitized by e-beam treatment at 500 °C, demonstrating promising applications in photolithography of graphene nanoarchitectures. Our results present UV-induced reactions on insulators for the formation of all sp 2-carbon architectures, thereby converging top-down lithography and bottom-up on-surface chemistry into technology.

Co-crystals of 9,9′-bianthracene-10,10′-dicarboxylic acid with linear bidentate basic ligand molecules: Synthesis, crystal structure, and properties based on the layer structure exfoliated by water

Azumaya, Isao,Hikawa, Hidemasa,Kikkawa, Shoko,Okayasu, Misaki

, p. 497 - 505 (2020/01/29)

Co-crystals of 9,9′-dianthracene-10,10′-dicarboxylic acid (1) with the linear bidentate bases 9,9′-biacridine (bac), phenazine (phez), 4,4′-dipyridine (dpy), and DABCO (dabco) were synthesized. In the crystal structures of the co-crystals of 1 and bac, phez, and dpy, one-dimensional (1D) structures were formed through the hydrogen bonding between the acid and the base. For each combination of the acid and the bases, several kinds of polymorphic co-crystals with a similar structure were obtained. Among them, a combination of 1 and dabco gave three kinds of co-crystals which had a layered structure. In one of the co-crystals, a phenomenon where layers of the crystals could be exfoliated by dropping water was observed. The two-dimensional (2D) fingerprinting plot of the co-crystals showed that the major interaction to form the 1D structure was O-H?N hydrogen bonding and that to form the layered structure was the CH-π interaction, and the influence of the latter interaction on the robustness of the crystal was stronger than the former in the co-crystals.

A new thiosemicarbazone fluorescent probe based on 9,9′-bianthracene for Hg2+ and Ag+

Chen, Zhen-E,Zhang, Hai,Iqbal, Zafar

, p. 34 - 40 (2019/03/04)

A new 9,9′-bianthracene-based thiosemicarbazone (D1) has been successfully synthesized and utilized for chemosensors. The properties of D1 were systematically investigated by UV–Vis, fluorescence titration and theoretical calculations. As a result, D1 exhibits a characteristic fluorescence quenching phenomenon in the presence of Hg2+ or Ag+ compared to other metal cations (Na+, K+, Mg2+, Ba2+, Al3+, Zn2+, Fe2+, Pb2+, Cu2+, Co2+, Cd2+, Ni2+ and Mn2+). The detection limits of Hg2+ and Ag+ reach 6.62 × 10?7 M and 1.99 × 10?5 M, respectively. This is mainly attributed to the Hg2+ (or Ag+) forms a stable five-membered ring with the N atom in Schiff base C[dbnd]N and the S atom in thiourea. The results suggest that the probe D1 is a promising candidate for chemosensors in aqueous media due to its highly selectivity for Hg2+ and Ag+.

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