3,3'-bis{[5-tert-butylsulfanyl-2-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}tolane

Base Information

Chemical Name:3,3'-bis{[5-tert-butylsulfanyl-2-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}tolane
CAS No.:914673-91-9
Molecular Formula:C₇₆H₈₀N₂O₄S₂Si₂
Molecular Weight:1205.79
Hs Code.:

Synonyms:3,3'-bis{[5-tert-butylsulfanyl-2-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}tolane

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Chemical Property of 3,3'-bis{[5-tert-butylsulfanyl-2-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}tolane

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Technology Process of 3,3'-bis{[5-tert-butylsulfanyl-2-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}tolane

There total 13 articles about 3,3'-bis{[5-tert-butylsulfanyl-2-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}tolane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

: 914673-82-8
(4-ethynyl-3-nitrophenylethynyl)triisopropylsilane

: 914673-89-5
3,3'-bis[(5-tert-butylsulfanyl-2-iodophenyl)ethynyl]tolane

: 914673-90-8
3-{[5-tert-butylsulfanyl-3-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}-3'-(5-tert-butylsulfanyl-2-iodophenylethynyl)tolane

: 914673-91-9
3,3'-bis{[5-tert-butylsulfanyl-2-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}tolane

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1002/ejoc.200600336

Reference yield:

: 350672-95-6
4-fluoro-2-(methoxymethoxy)-1-nitrobenzene

: 914673-91-9
3,3'-bis{[5-tert-butylsulfanyl-2-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}tolane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 76 percent / dimethylformamide / 1 h / 20 °C

2.1: 95 percent / aq. HCl / methanol / 1 h / 60 °C

3.1: 89 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4.1: 88 percent / Pd(PPh₃)4; CuI; triethylamine / tetrahydrofuran / 4 h / 20 °C

5.1: 95 percent / aq. HCl; tin / tetrahydrofuran / 1 h / 20 °C

6.1: BF₃*Et₂O; tert-BuONO / tetrahydrofuran / 0.5 h / -20 - -5 °C

6.2: 38 percent / KI; I₂ / acetonitrile; H₂O; CH₂Cl₂ / 16 h / 20 °C

7.1: 30 percent / Pd(PPh₃)4; CuI; (iPr)2NEt / tetrahydrofuran / 16 h / 20 °C

With hydrogenchloride; tin; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; boron trifluoride diethyl etherate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 4.1: Sonogashira coupling / 7.1: Sonogashira coupling;
DOI:10.1002/ejoc.200600336

Reference yield:

: 914673-80-6
1,2-bis(3-ethynylphenyl)ethyne

: 914673-91-9
3,3'-bis{[5-tert-butylsulfanyl-2-(2'-nitro-4'-triisopropylsilylethynylphenyl)ethynyl]phenylethynyl}tolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / Pd(PPh₃)4; CuI; triethylamine / tetrahydrofuran / 4 h / 20 °C

2.1: 95 percent / aq. HCl; tin / tetrahydrofuran / 1 h / 20 °C

3.1: BF₃*Et₂O; tert-BuONO / tetrahydrofuran / 0.5 h / -20 - -5 °C

3.2: 38 percent / KI; I₂ / acetonitrile; H₂O; CH₂Cl₂ / 16 h / 20 °C

4.1: 30 percent / Pd(PPh₃)4; CuI; (iPr)2NEt / tetrahydrofuran / 16 h / 20 °C

With hydrogenchloride; tin; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butylnitrite; boron trifluoride diethyl etherate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1.1: Sonogashira coupling / 4.1: Sonogashira coupling;
DOI:10.1002/ejoc.200600336