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3638-73-1

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3638-73-1 Usage

Chemical Properties

beige to dark grey crystalline powder

Uses

2,5-Dibromoaniline was used in the synthesis of 2,4,5-tribromoaniline. It was also used as starting reagent in the regioselective synthesis of 2-(3,4-dimethoxyphenyl)-5-bromobenzothiazole.

Check Digit Verification of cas no

The CAS Registry Mumber 3638-73-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,3 and 8 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3638-73:
(6*3)+(5*6)+(4*3)+(3*8)+(2*7)+(1*3)=101
101 % 10 = 1
So 3638-73-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H5Br2N/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2

3638-73-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A19114)  2,5-Dibromoaniline, 98%   

  • 3638-73-1

  • 5g

  • 344.0CNY

  • Detail
  • Alfa Aesar

  • (A19114)  2,5-Dibromoaniline, 98%   

  • 3638-73-1

  • 25g

  • 1099.0CNY

  • Detail
  • Alfa Aesar

  • (A19114)  2,5-Dibromoaniline, 98%   

  • 3638-73-1

  • 100g

  • 3734.0CNY

  • Detail

3638-73-1Synthetic route

1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

Conditions
ConditionsYield
With ammonium chloride In tetrahydrofuran; water at 45℃; for 2h; Sealed tube; Green chemistry;100%
With hydrogenchloride; iron In ethanol; water at 50℃; for 4h;100%
Stage #1: 1,4-dibromo-2-nitrobenzene With hydrogenchloride; tin(ll) chloride In ethanol; water at 20℃; for 3h; Heating / reflux;
Stage #2: With sodium hydroxide In ethanol; water pH=8 - 9;
97%
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; O-(methylsulfonyl)hydroxylamine trifluoromethanesulfonate at 60℃; for 2h; Reagent/catalyst;85%
With O-(methylsulfonyl)hydroxylamine trifluoromethanesulfonate at 60℃; chemoselective reaction;72%
Multi-step reaction with 2 steps
1: 98 percent / sulfuric acid; nitric acid / CH2Cl2 / 1 h
2: SnCl2*2H2O / ethanol; tetrahydrofuran / 0.5 h
View Scheme
2-azido-N-(2,5-dibromophenyl)-N-methyl-2-phenylacetamide
1228378-58-2

2-azido-N-(2,5-dibromophenyl)-N-methyl-2-phenylacetamide

A

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

B

N‑methyl‑2‑oxo‑2‑phenylacetamide
83490-71-5

N‑methyl‑2‑oxo‑2‑phenylacetamide

Conditions
ConditionsYield
With phosphate potassium salt; oxygen; copper diacetate In N,N-dimethyl-formamide at 80℃; under 760.051 Torr; for 5h;A 70%
B 77%
aniline
62-53-3

aniline

A

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

B

3,4-dibromoaniline
615-55-4

3,4-dibromoaniline

Conditions
ConditionsYield
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 3h; Mechanism;A 10%
B 65%
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 3h;A 10%
B 65%
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 1h;A 10%
B 65%
3-bromoaniline
591-19-5

3-bromoaniline

A

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

B

3,4-dibromoaniline
615-55-4

3,4-dibromoaniline

Conditions
ConditionsYield
With bromine; hydrogen fluoride; antimony pentafluoride at -40℃; for 1h; Mechanism;A 20%
B 55%
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 1h;A 20%
B 55%
With bromine; hydrogen fluoride; antomony(V) at -40℃; for 3h;A 20%
B 55%
With N-Bromosuccinimide In acetone at 20℃;A 5 %Chromat.
B 95 %Chromat.
1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

Trimethylenediamine
109-76-2

Trimethylenediamine

A

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

B

3-Bromonitrobenzene
585-79-5

3-Bromonitrobenzene

C

N1-(4-bromo-2-nitrophenyl)propane-1,3-diamine

N1-(4-bromo-2-nitrophenyl)propane-1,3-diamine

Conditions
ConditionsYield
With caesium carbonate In 1,4-dioxane Reduction; Debromination; Heating;A 16%
B 15%
C 50%
1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

A

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

B

N-(2,5-dibromo-phenyl)-alanine

N-(2,5-dibromo-phenyl)-alanine

Conditions
ConditionsYield
With sodium n-propoxide; benzene
2,5-dibromoazobenzene
107125-46-2

2,5-dibromoazobenzene

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

sodium n-propoxide
6819-41-6

sodium n-propoxide

benzene
71-43-2

benzene

A

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

B

N-(2,5-dibromo-phenyl)-alanine

N-(2,5-dibromo-phenyl)-alanine

2.5-dibromo-1-nitrobenzene

2.5-dibromo-1-nitrobenzene

A

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

B

N-(2,5-dibromo-phenyl)-alanine

N-(2,5-dibromo-phenyl)-alanine

Conditions
ConditionsYield
With sodium n-propoxide; benzene
hydrogenchloride
7647-01-0

hydrogenchloride

1,3-bis-(2,5-dibromo-phenyl)-triazene
858003-62-0

1,3-bis-(2,5-dibromo-phenyl)-triazene

tin (II)-chloride

tin (II)-chloride

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

hydrogenchloride
7647-01-0

hydrogenchloride

2,5-dibromoazobenzene
107125-46-2

2,5-dibromoazobenzene

tin (II)-chloride

tin (II)-chloride

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

3-bromoaniline
591-19-5

3-bromoaniline

A

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

B

3,4-dibromoaniline
615-55-4

3,4-dibromoaniline

C

3-amino-1,2-dibromobenzene
608-22-0

3-amino-1,2-dibromobenzene

Conditions
ConditionsYield
With N-Bromosuccinimide In DCE at 20℃;A 21 %Chromat.
B 74 %Chromat.
C 5 %Chromat.
1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

A

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

B

3-bromoaniline
591-19-5

3-bromoaniline

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 2h; Catalytic behavior;A 90 %Chromat.
B n/a
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

acetic anhydride
108-24-7

acetic anhydride

N-(2,5-dibromophenyl)acetamide
25462-66-2

N-(2,5-dibromophenyl)acetamide

Conditions
ConditionsYield
99%
With potassium hydroxide In dichloromethane for 0.5h;96%
In water for 4.5h; Reflux;92%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

2-azido-1,4-dibromobenzene

2-azido-1,4-dibromobenzene

Conditions
ConditionsYield
Stage #1: 2,5-dibromoaniline With hydrogenchloride; sodium nitrite In water Cooling with ice;
Stage #2: With sodium azide In water at 5 - 25℃; for 3.33333h;
99%
Stage #1: 2,5-dibromoaniline With acetic acid; sodium nitrite In water at 0 - 5℃;
Stage #2: With sodium azide In water; acetic acid at 0 - 20℃; for 2h;
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

2,5-dibromo-4-iodoaniline

2,5-dibromo-4-iodoaniline

Conditions
ConditionsYield
With N-iodo-succinimide In dimethyl sulfoxide at 20 - 30℃; for 2h;98.5%
With N-iodo-succinimide In dimethyl sulfoxide at 20℃; for 72h; regioselective reaction;
With N-iodo-succinimide In dimethyl sulfoxide
benzophenone
119-61-9

benzophenone

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

benzhydrylidene-(2,5-dibromo-phenyl)-amine
684288-78-6

benzhydrylidene-(2,5-dibromo-phenyl)-amine

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; titanium tetrachloride In chlorobenzene at 125℃; for 13h;98%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

5-bromo-1,3-benzothiazole-2-thiol
71216-20-1

5-bromo-1,3-benzothiazole-2-thiol

Conditions
ConditionsYield
In dimethyl sulfoxide at 160℃;98%
In 1-methyl-pyrrolidin-2-one at 120℃;
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2,5-dibromo-N-tosylaniline
112970-58-8

2,5-dibromo-N-tosylaniline

Conditions
ConditionsYield
With pyridine In ethyl acetate97%
In pyridine for 6h; Ambient temperature;84%
With pyridine In tetrahydrofuran at 40℃;
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

methyl iodide
74-88-4

methyl iodide

2,5-dibromo-N,N-dimethylaniline
60573-63-9

2,5-dibromo-N,N-dimethylaniline

Conditions
ConditionsYield
With potassium carbonate at 20 - 100℃; for 48h; Inert atmosphere;97%
With sodium hydride
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

Benzoyl isothiocyanate
532-55-8

Benzoyl isothiocyanate

1-benzoyl-3-(2,5-dibromo-phenyl)-thiourea
1160789-84-3

1-benzoyl-3-(2,5-dibromo-phenyl)-thiourea

Conditions
ConditionsYield
In acetone at 20℃; for 0.75h;97%
In acetone Reflux;
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

DPA dendron G3

DPA dendron G3

{Bis-[4-({bis-[4-(benzhydrylidene-amino)-phenyl]-methylene}-amino)-phenyl]-methylene}-(2,5-dibromo-phenyl)-amine

{Bis-[4-({bis-[4-(benzhydrylidene-amino)-phenyl]-methylene}-amino)-phenyl]-methylene}-(2,5-dibromo-phenyl)-amine

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; titanium tetrachloride In chlorobenzene at 125℃; for 13h;96%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

dimethyl 2’-amino-1,1’:4,1’’-terphenyl-4,4’’-dicarboxylate
1312703-30-2

dimethyl 2’-amino-1,1’:4,1’’-terphenyl-4,4’’-dicarboxylate

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃;96%
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 105℃; for 6h; Inert atmosphere; Schlenk technique;93%
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In tetrahydrofuran; toluene at 50℃; for 17h; Suzuki coupling; Inert atmosphere;91%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

acetyl chloride
75-36-5

acetyl chloride

N-(2,5-dibromophenyl)acetamide
25462-66-2

N-(2,5-dibromophenyl)acetamide

Conditions
ConditionsYield
With pyridine for 1h; Reflux;96%
With pyridine for 1h; Reflux;78%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

cyanoacetic acid
372-09-8

cyanoacetic acid

N-(2,5-dibromophenyl)-2-cyanoacetamide
63034-99-1

N-(2,5-dibromophenyl)-2-cyanoacetamide

Conditions
ConditionsYield
With i-Pr2-CDI In tetrahydrofuran Acylation; room t., overnight;95%
With diisopropyl-carbodiimide In ethyl acetate at 20℃; for 24h;93%
With diisopropyl-carbodiimide In tetrahydrofuran at 20℃;92.5%
With dacarbazine In tetrahydrofuran at 20℃;
Stage #1: 2,5-dibromoaniline; cyanoacetic acid In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: With diisopropyl-carbodiimide In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

DPA dendron G2
304018-97-1

DPA dendron G2

{Bis-[4-(benzhydrylidene-amino)-phenyl]-methylene}-(2,5-dibromo-phenyl)-amine
684288-79-7

{Bis-[4-(benzhydrylidene-amino)-phenyl]-methylene}-(2,5-dibromo-phenyl)-amine

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; titanium tetrachloride In chlorobenzene at 125℃; for 13h;95%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

6,7-dimethoxy-4-chloroquinazoline
13790-39-1

6,7-dimethoxy-4-chloroquinazoline

4-(2,5-dibromoanilino)-6,7-dimethoxyquinazoline hydrochloride
296234-82-7

4-(2,5-dibromoanilino)-6,7-dimethoxyquinazoline hydrochloride

Conditions
ConditionsYield
In isopropyl alcohol for 3h; Reflux;95%
benzene-1,3-dicarboxylethylester-5-boronic acid
932378-94-4

benzene-1,3-dicarboxylethylester-5-boronic acid

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

2’-amino-1,1’:4’,1’’-terphenyl-3,3’’,5,5’’-tetracarboxylate

2’-amino-1,1’:4’,1’’-terphenyl-3,3’’,5,5’’-tetracarboxylate

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃;95%
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃;95%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N'-(2,5-dibromophenyl)-N,N-dimethylformimidamide

N'-(2,5-dibromophenyl)-N,N-dimethylformimidamide

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With pyridine-2-sulfonyl chloride for 0.0833333h;
Stage #2: 2,5-dibromoaniline at 20℃;
92.3%
5-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde
18234-41-8

5-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

β-naphthol
135-19-3

β-naphthol

1-[(5-(benzyloxy)-4-oxo-4H-pyran-2-yl)(2,5-dibromophenylamino)methyl]naphthalen-2-ol

1-[(5-(benzyloxy)-4-oxo-4H-pyran-2-yl)(2,5-dibromophenylamino)methyl]naphthalen-2-ol

Conditions
ConditionsYield
With [Fe3O4(at)SiO2(at)Triazol-Fc][HCO3] In ethanol; water at 20℃; for 0.75h;92%
With boric acid functionalized silica supported Fe3O4 nanocatalyst In neat (no solvent) at 40℃; for 0.916667h; Betti Reaction; Green chemistry;89%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

phenol
108-95-2

phenol

4-(2,5-dibromophenylazo)phenol

4-(2,5-dibromophenylazo)phenol

Conditions
ConditionsYield
Stage #1: 2,5-dibromoaniline With hydrogenchloride In water at 0 - 5℃; for 0.5h;
Stage #2: With sodium nitrite In water for 0.5h;
Stage #3: phenol With sodium carbonate In water at 0 - 5℃; for 12h;
92%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

C12H8Br3N

C12H8Br3N

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene Inert atmosphere;91%
Stage #1: 2,5-dibromoaniline With sodium t-butanolate In toluene at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1-Bromo-2-iodobenzene With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In toluene for 6h; Reflux; Inert atmosphere;
82%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

glycerol
56-81-5

glycerol

5,8-Dibromoquinoline
81278-86-6

5,8-Dibromoquinoline

Conditions
ConditionsYield
With sulfuric acid; iodine; iron(II) sulfate at 138℃; for 4h; Temperature; Concentration;90%
With sulfuric acid; nitrobenzene
With ferrous(II) sulfate heptahydrate; trifluorormethanesulfonic acid; sodium 3-nitrobenzenesulfonate at 125℃; for 12h;
6-bromo-naphthalen-2-ol
15231-91-1

6-bromo-naphthalen-2-ol

5-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde
18234-41-8

5-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

1-[(5-(benzyloxy)-4-oxo-4H-pyran-2-yl)(2,5-dibromophenylamino)methyl]-6-bromonaphthalen-2-ol

1-[(5-(benzyloxy)-4-oxo-4H-pyran-2-yl)(2,5-dibromophenylamino)methyl]-6-bromonaphthalen-2-ol

Conditions
ConditionsYield
With boric acid functionalized silica supported Fe3O4 nanocatalyst In neat (no solvent) at 40℃; for 0.916667h; Betti Reaction; Green chemistry;89%
With [Fe3O4(at)SiO2(at)Triazol-Fc][HCO3] In ethanol; water at 20℃; for 0.833333h;88%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

3,6-dibromo-2,4-diiodoaniline
618119-31-6

3,6-dibromo-2,4-diiodoaniline

Conditions
ConditionsYield
With sodium acetate; Iodine monochloride In acetic acid at 80℃; for 23h;88%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

2,5-bis-trimethylsilylethynyl-aniline

2,5-bis-trimethylsilylethynyl-aniline

Conditions
ConditionsYield
With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 70℃; for 48h;87.5%
With diisopropylamine; triphenylphosphine; palladium diacetate; copper(l) iodide In tetrahydrofuran at 80℃; for 20h;
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

acetic acid
64-19-7

acetic acid

3-bromoacetanilide
621-38-5

3-bromoacetanilide

Conditions
ConditionsYield
With hydrogen bromide; phenol for 24h; Heating;87%
chloral hydrate
302-17-0

chloral hydrate

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

N-(2,5-dibromophenyl)-2-(N-hydroxyimino)acetamide
529502-68-9

N-(2,5-dibromophenyl)-2-(N-hydroxyimino)acetamide

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium sulfate In ethanol; water at 80℃; for 12h;86%
With hydroxylamine hydrochloride; sodium sulfate In ethanol; water at 80℃; for 12h;72%
With hydroxylamine hydrochloride In ethanol; water72%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

2-(4-methylpent-3-en-1-yl)benzaldehyde
83476-93-1

2-(4-methylpent-3-en-1-yl)benzaldehyde

8,11-dibromo-7,7-dimethyl-5,6,6a,7,12,12a-hexahydrobenzo[c]acridine

8,11-dibromo-7,7-dimethyl-5,6,6a,7,12,12a-hexahydrobenzo[c]acridine

Conditions
ConditionsYield
With bismuth(III) chloride In acetonitrile for 1h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction;86%
1-bromo-octane
111-83-1

1-bromo-octane

2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

N,N-dioctyl-2,5-dibromoaniline
540474-57-5

N,N-dioctyl-2,5-dibromoaniline

Conditions
ConditionsYield
With 15-crown-5; sodium hydride In tetrahydrofuran for 20h; Heating;84%
2,5-dibromoaniline
3638-73-1

2,5-dibromoaniline

3,5-dimethylphenyl boronic acid
172975-69-8

3,5-dimethylphenyl boronic acid

3,5,3'',5''-tetramethyl-1,1';4',1''-terphenyl-2'-ylamine
1218938-78-3

3,5,3'',5''-tetramethyl-1,1';4',1''-terphenyl-2'-ylamine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; benzene for 48h; Suzuki cross-coupling; Reflux;84%

3638-73-1Relevant articles and documents

Heterometallic Actinide-Containing Photoresponsive Metal-Organic Frameworks: Dynamic and Static Tuning of Electronic Properties

Martin, Corey R.,Leith, Gabrielle A.,Kittikhunnatham, Preecha,Park, Kyoung Chul,Ejegbavwo, Otega A.,Mathur, Abhijai,Callahan, Cameron R.,Desmond, Shelby L.,Keener, Myles R.,Ahmed, Fiaz,Pandey, Shubham,Smith, Mark D.,Phillpot, Simon R.,Greytak, Andrew B.,Shustova, Natalia B.

, p. 8072 - 8080 (2021)

Acquiring fundamental knowledge of properties of actinide-based materials is a necessary step to create new possibilities for addressing the current challenges in the nuclear energy and nuclear waste sectors. In this report, we established a photophysics–electronics correlation for actinide-containing metal-organic frameworks (An-MOFs) as a function of excitation wavelength, for the first time. A stepwise approach for dynamically modulating electronic properties was applied for the first time towards actinide-based heterometallic MOFs through integration of photochromic linkers. Optical cycling, modeling of density of states near the Fermi edge, conductivity measurements, and photoisomerization kinetics were employed to shed light on the process of tailoring optoelectronic properties of An-MOFs. Furthermore, the first photochromic MOF-based field-effect transistor, in which the field-effect response could be changed through light exposure, was constructed. As a demonstration, the change in current upon light exposure was sufficient to operate a two-LED fail-safe indicator circuit.

A Metal-Free Direct Arene C?H Amination

Wang, Tao,Hoffmann, Marvin,Dreuw, Andreas,Hasagi?, Edina,Hu, Chao,Stein, Philipp M.,Witzel, Sina,Shi, Hongwei,Yang, Yangyang,Rudolph, Matthias,Stuck, Fabian,Rominger, Frank,Kerscher, Marion,Comba, Peter,Hashmi, A. Stephen K.

supporting information, p. 2783 - 2795 (2021/04/05)

The synthesis of aryl amines via the formation of a C?N bond is an essential tool for the preparation of functional materials, active pharmaceutical ingredients and bioactive products. Usually, this chemical connection is only possible by transition metal-catalyzed reactions, photochemistry or electrochemistry. Here, we report a metal-free arene C?H amination using hydroxylamine derivatives under benign conditions. A charge transfer interaction between the aminating reagents TsONHR and the arene substrates enables the chemoselective amination of the arene, even in the presence of various functional groups. Oxygen was crucial for an effective conversion and its accelerating role for the electron transfer step was proven experimentally. In addition, this was rationalized by a theoretical study which indicated the involvement of a dioxygen-bridged complex with a “Sandwich-like” arrangement of the aromatic starting materials and the aminating agents at the dioxygen molecule. (Figure presented.).

CO-free, aqueous mediated, instant and selective reduction of nitrobenzeneviarobustly stable chalcogen stabilised iron carbonyl clusters (Fe3E2(CO)9, E = S, Se, Te)

Joshi, Raj Kumar,Kumari, Sangeeta,Sharma, Charu,Soni, Aditi,Srivastava, Avinash Kumar

, p. 32516 - 32521 (2020/09/17)

Highly stable and thermally robust iron chalcogenide carbonyl clusters Fe3E2(CO)9(E = S, Se or Te) have been explored for the reduction of nitrobenzene. A 15 min thermal heating of an aqueous solution of nitrobenzene and hydrazine hydrate in the catalytic presence of Fe3E2(CO)9(E = S, Se or Te) clusters yield average to excellent aniline transformations. Among the S, Se and Te based iron chalcogenised carbonyl clusters, the diselenide cluster was found to be most efficient and produce almost 90% yield of the desired amino product, the disulfide cluster was also found to be significantly active, produce the 85% yield of amino product, while the ditelluride cluster was not found to be active and produced only 49% yield of the desired product. The catalyst can be reused up to three catalytic cycles and it needs to be dried in an oven for one hour prior to reuse for the best results. The developed method is inexpensive, environmentally benign, does not require any precious metal or a high pressure of toxic CO gas and exclusively brings the selective reduction of the nitro group under feasible and inert free conditions.

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