2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline

Base Information

Chemical Name:2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline
CAS No.:910212-80-5
Molecular Formula:C₃₄H₄₄N₂OSi₂
Molecular Weight:552.907
Hs Code.:

Synonyms:2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline

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Chemical Property of 2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline

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Technology Process of 2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline

There total 1 articles about 2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline 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: 61.0%

: 369390-65-8
3-(2-(trimethylsilyl)ethynyl)-1,10-phenanthroline

: 328236-43-7
(4-bromo-3,5-dimethylphenoxy)triisopropylsilane

: 910212-80-5
2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline

Guidance literature:: (4-bromo-3,5-dimethylphenoxy)triisopropylsilane; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 4h;

3-(2-(trimethylsilyl)ethynyl)-1,10-phenanthroline; In diethyl ether; hexane; at 20 ℃; for 24h;

With manganese(IV) oxide; In dichloromethane; for 12h;
DOI:10.1002/ejoc.200600174

Reference yield: 66.0%

: 910212-80-5
2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline

: 576-83-0
2,4,6-trimethylphenyl bromide

: 910212-82-7
2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-9-(2,4,6-trimethylphenyl)-3-trimethylsilanylethynyl[1,10]phenanthroline

Guidance literature:: 2,4,6-trimethylphenyl bromide; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 4h;

2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline; In diethyl ether; hexane; at 20 ℃; for 24h;

With manganese(IV) oxide; In dichloromethane; for 12h;
DOI:10.1002/ejoc.200600174

Reference yield:

: 910212-80-5
2-[2,6-dimethyl-4-(triisopropylsilanyloxy)phenyl]-3-trimethylsilanylethynyl[1,10]phenanthroline

: 910212-85-0
C₈₆H₉₄N₄O₂Si₂

Guidance literature:: Multi-step reaction with 3 steps

1.1: nBuLi / hexane; diethyl ether / 4 h / 20 °C

1.2: hexane; diethyl ether / 24 h / 20 °C

1.3: 66 percent / activated MnO₂ / CH₂Cl₂ / 12 h

2.1: 89 percent / KOH; water / tetrahydrofuran; methanol / 12 h

3.1: 89 percent / CuI; [PdCl₂(PPh₃)2]; Et₃N / benzene / 24 h / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; n-butyllithium; water; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; benzene; 3.1: Sonogashira coupling reaction;
DOI:10.1002/ejoc.200600174