14,15-bis-(4-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1⁽²⁸⁾,12⁽¹⁷⁾,13,15,29,31-hexaene

Base Information

• Chemical Name: 14,15-bis-(4-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1⁽²⁸⁾,12⁽¹⁷⁾,13,15,29,31-hexaene
• CAS No.: 477930-22-6
• Molecular Formula: C₆₆H₈₀O₈Si₂
• Molecular Weight: 1057.53

Synonyms:14,15-bis-(4-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1⁽²⁸⁾,12⁽¹⁷⁾,13,15,29,31-hexaene

Chemical Property of 14,15-bis-(4-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1⁽²⁸⁾,12⁽¹⁷⁾,13,15,29,31-hexaene

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Technology Process of 14,15-bis-(4-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1⁽²⁸⁾,12⁽¹⁷⁾,13,15,29,31-hexaene

There total 3 articles about 14,15-bis-(4-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1⁽²⁸⁾,12⁽¹⁷⁾,13,15,29,31-hexaene 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: 81.0%

2-[(triisopropylsilyl)ethynyl]-1-[4-(trimethylsilyl)-1,3-butadiynyl]benzene (191231-69-3) + 4,5-diiododibenzo[24]crown-8 → 14,15-bis-(4-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene (477930-22-6)

Guidance literature:

With potassium hydroxide; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 50 ℃;

DOI:10.1055/s-2002-32536

Reference yield:

1,2-bis{2-[2-(2-tosylethoxy)ethoxy]ethoxy}benzene (240797-46-0) → 14,15-bis-(4-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene (477930-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 39 percent / CsCO₃ / acetonitrile / 48 h / Heating

2: 81 percent / Et₃N; CuI; aq. KOH / PdCl₂(PPh₃)2 / tetrahydrofuran / 50 °C

With potassium hydroxide; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; acetonitrile;

DOI:10.1055/s-2002-32536

Reference yield:

1,2-dihydroxy-4,5-diiodobenzene (171292-90-3) → 14,15-bis-(4-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-buta-1,3-diynyl)-2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene (477930-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 39 percent / CsCO₃ / acetonitrile / 48 h / Heating

2: 81 percent / Et₃N; CuI; aq. KOH / PdCl₂(PPh₃)2 / tetrahydrofuran / 50 °C

With potassium hydroxide; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; acetonitrile;

DOI:10.1055/s-2002-32536

upstream raw materials:

2-[(triisopropylsilyl)ethynyl]-1-[4-(trimethylsilyl)-1,3-butadiynyl]benzene

1,2-bis{2-[2-(2-tosylethoxy)ethoxy]ethoxy}benzene

1,2-dihydroxy-4,5-diiodobenzene

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