tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate

Base Information

• Chemical Name: tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate
• CAS No.: 1262321-96-9
• Molecular Formula: C₄H₁₂N*C₃₂H₃₂BO₆
• Molecular Weight: 597.559
• Mol file: 1262321-96-9.mol

Synonyms:tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate

Chemical Property of tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate

There total 1 articles about tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate 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: 86.0%

tris(2,6-dimethoxyphenyl)borane (142453-07-4) + tetramethlyammonium chloride (75-57-0) + phenylacetylene (536-74-3) → tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate (1262321-96-9)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

tris(2,6-dimethoxyphenyl)borane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;

tetramethlyammonium chloride; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1246/bcsj.20100189

Reference yield: 91.0%

tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate (1262321-96-9) + allyl bromide (106-95-6) → (E)-1-(2,6-dimethoxyphenyl)-1-bis(2,6-dimethoxyphenyl)boryl-2-phenylpenta-1,4-diene (1262321-99-2)

Guidance literature:

With Pd(?-allyl)Cl(xantphos); In toluene; at 20 ℃; for 0.25h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1246/bcsj.20100189

Reference yield: 90.0%

tetramethylammonium tris(2,6-dimethoxyphenyl)(phenylethynyl)borate (1262321-96-9) + allyl bromide (106-95-6) → 1-bis(2,6-dimethoxyphenyl)boranyl-1-(2,6-dimethoxyphenyl)-2-phenylpenta-1,4-diene

Guidance literature:

Pd(?-allyl)Cl(xantphos); In toluene; under Ar; boron compd. andallyl bromide in toluene at room temp. in the presence of Pd complex; mixt. of stereoisomers (E/Z = 95/5);

DOI:10.1246/bcsj.20100189

upstream raw materials:

tris(2,6-dimethoxyphenyl)borane

tetramethlyammonium chloride

phenylacetylene

Downstream raw materials:

(E,E)-1-(2,6-dimethoxyphenyl)-1-bis(2,6-dimethoxyphenyl)boryl-2-phenylpenta-1,3-diene

(E)-2-(1-(2,6-dimethoxyphenyl)-2-phenylpenta-1,4-dienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(E)-1-(2,6-dimethoxyphenyl)-1-bis(2,6-dimethoxyphenyl)boryl-2-phenylpenta-1,4-diene