Production Method 1

1081-34-1

88493-55-4

Reaction Conditions

1.1 Catalysts: Palladium diacetate ,  (±)-Camphorsulfonic acid ,  1-Propanesulfonic acid, 3-(methylthio)-, sodium salt (1:1) Solvents: Acetic acid
1.2 Reagents: Quinone Solvents: Tetrahydrofuran ;  12 h, 60 °C

Reference

Oligothiophene synthesis by a distinct, general C-H activation mechanism: electrophilic concerted metalation-deprotonation (eCMD)

Wang, Long; et al, ChemRxiv, 2019, 1, 1-16

Production Method 2

1081-34-1

88493-55-4

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Palladium chloride Solvents: Methanol ,  Acetonitrile ,  Water ;  rt; 7 d, rt

Reference

Bonding Self-Assembled, Compact Organophosphonate Monolayers to the Native Oxide Surface of Silicon

Hanson, Eric L.; et al, Journal of the American Chemical Society, 2003, 125(51), 16074-16080

Production Method 3

94581-95-0

88493-55-4

Reaction Conditions

1.1 Reagents: Potassium fluoride ,  Bis(pinacolato)diborane Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: Methanol ,  Toluene ;  rt; 10 min, 70 °C

Reference

Solution-Phase Microwave-Assisted Synthesis of Unsubstituted and Modified α-Quinque- and Sexithiophenes

Melucci, M.; et al, Journal of Organic Chemistry, 2004, 69(14), 4821-4828

Production Method 4

4805-22-5

3480-11-3

88493-55-4

Reaction Conditions

1.1 Reagents: Magnesium Catalysts: Dichloro[1,1′-(1,3-propanediyl)bis[1,1-diphenylphosphine-κP]]nickel Solvents: Diethyl ether
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

A convenient synthesis of 2,5-thienylene oligomers; some of their spectroscopic and electrochemical properties

Chiem Van Pham; et al, Phosphorus, 1989, 46(3-4), 153-68

Production Method 5

4805-22-5

88493-55-4

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane
1.2 Reagents: Water
2.1 Reagents: Magnesium Catalysts: Dichloro[1,1′-(1,3-propanediyl)bis[1,1-diphenylphosphine-κP]]nickel Solvents: Diethyl ether
2.2 Reagents: Hydrochloric acid Solvents: Water

Reference

A convenient synthesis of 2,5-thienylene oligomers; some of their spectroscopic and electrochemical properties

Chiem Van Pham; et al, Phosphorus, 1989, 46(3-4), 153-68

Production Method 6

1081-34-1

88493-55-4

Reaction Conditions

1.1 Reagents: Quinone Catalysts: Camphorsulfonic acid ,  Palladium diacetate ,  1-Propanesulfonic acid, 3-(methylthio)-, sodium salt (1:1) Solvents: Acetic acid ,  Tetrahydrofuran ;  12 h, 60 °C

Reference

Oligothiophene Synthesis by a General C-H Activation Mechanism: Electrophilic Concerted Metalation-Deprotonation (e-CMD)

Wang, Long; et al, ACS Catalysis, 2019, 9(8), 6821-6836

Production Method 7

94581-95-0

88493-55-4

Reaction Conditions

1.1 Reagents: Triphenylphosphine ,  Zinc ,  Nickel dichloride Solvents: Dimethylformamide

Reference

Cu, Ni, and Pd mediated homocoupling reactions in biaryl syntheses: The Ullmann reaction

Nelson, Todd D.; et al, Organic Reactions (Hoboken, 2004, 63,

Production Method 8

94581-95-0

88493-55-4

Reaction Conditions

1.1 Reagents: Triphenylphosphine ,  Zinc ,  Nickel dichloride Solvents: Dimethylformamide
1.2 Solvents: Chlorobenzene

Reference

Preparation of α-quater-, α-sexi-, and α-octithiophenes

Nakayama, Juzo; et al, Heterocycles, 1987, 26(7), 1793-6

Production Method 9

4805-22-5

124394-47-4

88493-55-4

Reaction Conditions

1.1 Reagents: Dichloro[1,1′-(1,3-propanediyl)bis[1,1-diphenylphosphine-κP]]nickel Solvents: Diethyl ether ,  Tetrahydrofuran

Reference

Thiophene oligomers: synthesis and characterization

Martinez, F.; et al, Molecular Crystals and Liquid Crystals, 1989, 167, 227-32

Production Method 10

492-97-7

88493-55-4

Reaction Conditions

1.1 Reagents: Sodium bicarbonate ,  Bromine Solvents: Chloroform
2.1 Reagents: Magnesium Catalysts: Dichloro[1,1′-(1,3-propanediyl)bis[1,1-diphenylphosphine-κP]]nickel Solvents: Diethyl ether
2.2 Reagents: Hydrochloric acid Solvents: Water

Reference

A convenient synthesis of 2,5-thienylene oligomers; some of their spectroscopic and electrochemical properties

Chiem Van Pham; et al, Phosphorus, 1989, 46(3-4), 153-68

Production Method 11

1003-09-4

5713-61-1

88493-55-4

Reaction Conditions

1.1 Catalysts: Dichloro[1,1′-(1,3-propanediyl)bis[1,1-diphenylphosphine-κP]]nickel Solvents: Diethyl ether
1.2 Reagents: Hydrochloric acid Solvents: Water
2.1 Reagents: Sodium bicarbonate ,  Bromine Solvents: Chloroform
3.1 Reagents: Magnesium Catalysts: Dichloro[1,1′-(1,3-propanediyl)bis[1,1-diphenylphosphine-κP]]nickel Solvents: Diethyl ether
3.2 Reagents: Hydrochloric acid Solvents: Water

Reference

A convenient synthesis of 2,5-thienylene oligomers; some of their spectroscopic and electrochemical properties

Chiem Van Pham; et al, Phosphorus, 1989, 46(3-4), 153-68

Production Method 12

3339-79-5

6165-68-0

88493-55-4

Reaction Conditions

1.1 Reagents: Alumina ,  Potassium fluoride Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium ;  rt; 5 min
2.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide
3.1 Reagents: Potassium fluoride ,  Bis(pinacolato)diborane Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: Methanol ,  Toluene ;  rt; 10 min, 70 °C

Reference

Solution-Phase Microwave-Assisted Synthesis of Unsubstituted and Modified α-Quinque- and Sexithiophenes

Melucci, M.; et al, Journal of Organic Chemistry, 2004, 69(14), 4821-4828

Production Method 13

492-97-7

88493-55-4

5632-29-1

113728-71-5

Reaction Conditions

1.1 Reagents: Acetic acid, 2,2,2-trifluoro-, mercury(2+) salt (2:1) Solvents: Benzene
1.2 Reagents: Triethylamine Catalysts: Palladium chloride
1.3 Reagents: Acetic acid, 2,2,2-trifluoro-, mercury(2+) salt (2:1)
1.4 Reagents: Triethylamine Catalysts: Palladium chloride

Reference

A Novel Approach to a One-Pot Synthesis of Unsubstituted Oligo(α-thiophenes)

Buzhansky, Ludmila; et al, Journal of Organic Chemistry, 2002, 67(21), 7523-7525

Production Method 14

88493-55-4

5632-29-1

113728-71-5

Reaction Conditions

1.1 Reagents: Acetic acid, 2,2,2-trifluoro-, mercury(2+) salt (2:1) Solvents: Benzene
1.2 Reagents: Triethylamine Catalysts: Palladium chloride
1.3 Reagents: Acetic acid, 2,2,2-trifluoro-, mercury(2+) salt (2:1)
1.4 Reagents: Triethylamine Catalysts: Palladium chloride
1.5 Reagents: Acetic acid, 2,2,2-trifluoro-, mercury(2+) salt (2:1)
1.6 Reagents: Triethylamine Catalysts: Palladium chloride

Reference

A Novel Approach to a One-Pot Synthesis of Unsubstituted Oligo(α-thiophenes)

Buzhansky, Ludmila; et al, Journal of Organic Chemistry, 2002, 67(21), 7523-7525

Sexithiophene Raw materials

• 5,5’-Dibromo-2,2-bithiophene
• 2-Bromothiophene
• 5-Bromo-2,2-bithiophene 96%
• 2,2’-Bithiophene
• 5-iodo-2,2'-bithiophene
• THIOPHEN-2-YL-MAGNESIUM BROMIDE 1.0M
• 2-bromo-5-(5-thiophen-2-ylthiophen-2-yl)thiophene
• 2,2':5',2''-Terthiophene
• Thiophene-2-boronic acid
• Magnesium, [2,2'-bithiophen]-5-ylbromo-

Sexithiophene Preparation Products

• 2,2':5',2'':5'',2'''-Quaterthiophene (5632-29-1)
• α-Octithiophene (113728-71-5)
• Sexithiophene (88493-55-4)

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  LarsBanko,AlfredLudwig

• Other Chemical Reagents

• 4298-52-6(2-Ethynylthiophene)
• 98-03-3(Thiophene-2-carbaldehyde)
• 492-97-7(2,2’-Bithiophene)
• 872-55-9(2-Ethylthiophene)
• 16303-58-5(5,5'-Dimethyl-2,2'-bithiophene)
• 113728-71-5(α-Octithiophene)
• 86100-63-2(α-Septithiophene)
• 638-02-8(2,5-Dimethylthiophene)
• 1081-34-1(2,2':5',2''-Terthiophene)
• 5660-45-7(α-Quinquethiophene)