8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene

Base Information

• Chemical Name: 8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene
• CAS No.: 443096-49-9
• Molecular Formula: C₄₀H₇₂GeSi₆
• Molecular Weight: 794.115
• Mol file: 443096-49-9.mol

Synonyms:8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene

Chemical Property of 8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene

There total 8 articles about 8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene 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: 62.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabenzene (443096-40-0) → 8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene (443096-49-9)

Guidance literature:

In benzene-d6; under Ar; styrene added to the germabenzene dissolved in C6D6, mixt. wasleft for 16 h; solvent removed, HPLC (CHCl3); elem. anal.;

DOI:10.1021/ja0262941

Reference yield:

5-iodopenta-1,4-dienyl(dimethoxy)(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)germane → 8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene (443096-49-9)

Guidance literature:

Multi-step reaction with 4 steps

1: tert-butyllithium; HCl; SiO₂ / diethyl ether; pentane

2: diethyl ether

3: lithium diisopropylamide / tetrahydrofuran; n-heptane; ethylbenzene

4: benzene-d6

With tert-butyllithium; HCl; SiO₂; lithium diisopropylamide; In tetrahydrofuran; diethyl ether; n-heptane; ethylbenzene; benzene-d6; pentane;

DOI:10.1021/ja0262941

Reference yield:

1-bromo-2,4,6-tris[bis(trimethylsilyl)methyl]benzene (115160-05-9) → 8-phenyl-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabicyclo[2.2.2]octa-2,5-diene (443096-49-9)

Guidance literature:

Multi-step reaction with 7 steps

1: tert-butyllithium; triethylamine / tetrahydrofuran; pentane; methanol

2: NH₄Cl / diethyl ether; hexane

3: Na₂S₂O₃ / dichloromethane

4: tert-butyllithium; HCl; SiO₂ / diethyl ether; pentane

5: diethyl ether

6: lithium diisopropylamide / tetrahydrofuran; n-heptane; ethylbenzene

7: benzene-d6

With tert-butyllithium; triethylamine; NH₄Cl; Na₂S₂O₃; HCl; SiO₂; lithium diisopropylamide; In tetrahydrofuran; methanol; diethyl ether; hexane; n-heptane; dichloromethane; ethylbenzene; benzene-d6; pentane;

DOI:10.1021/ja0262941

upstream raw materials:

styrene

1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germabenzene

trimethoxy(2,4,6-tris(bis(trimethylsilyl)methyl)phenyl)germane

1-hydroxy-1-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-1-germacyclohexa-2,4-diene