2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

Base Information

Chemical Name:2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole
CAS No.:763927-34-0
Molecular Formula:C₃₆H₂₆Si
Molecular Weight:486.688
Hs Code.:

Synonyms:2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

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Chemical Property of 2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

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Technology Process of 2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

There total 7 articles about 2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole 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: 91.0%

: 4301-14-8
acetylenemagnesium bromide

: 763927-33-9
2-[(4-iodophenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

: 763927-34-0
2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 0 - 20 ℃; for 1h;
DOI:10.1021/ja047983a

Reference yield:

: 2170-08-3
dimethylbis(phenylethynyl)silane

: 763927-34-0
2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium naphthalenide / tetrahydrofuran / 0.5 h / 20 °C

1.2: ZnCl₂ / tetrahydrofuran / 0.33 h / -10 °C

2.1: N-chlorophthalimide / tetrahydrofuran / 0.5 h / -78 °C

3.1: I₂ / tetrahydrofuran / 1 h

4.1: 2.29 g / Pd(PPh₃)4; ZnCl₂; Et₃N / tetrahydrofuran / 11 h / Heating

5.1: Pd(PPh₃)2Cl₂; Et₃N; ZnCl₂ / tetrahydrofuran / 6 h / Heating

6.1: 1.95 g / MeI / tetrahydrofuran / 8 h / Heating

7.1: 91 percent / Pd(PPh₃)4 / tetrahydrofuran / 1 h / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-chlorophthalimide; iodine; triethylamine; naphthalen-1-yl-lithium; zinc(II) chloride; methyl iodide; In tetrahydrofuran;
DOI:10.1021/ja047983a

Reference yield:

: 55227-55-9
1,1-dimethyl-3,4-diphenylsilole

: 763927-34-0
2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

Guidance literature:: Multi-step reaction with 6 steps

1: N-chlorophthalimide / tetrahydrofuran / 0.5 h / -78 °C

2: I₂ / tetrahydrofuran / 1 h

3: 2.29 g / Pd(PPh₃)4; ZnCl₂; Et₃N / tetrahydrofuran / 11 h / Heating

4: Pd(PPh₃)2Cl₂; Et₃N; ZnCl₂ / tetrahydrofuran / 6 h / Heating

5: 1.95 g / MeI / tetrahydrofuran / 8 h / Heating

6: 91 percent / Pd(PPh₃)4 / tetrahydrofuran / 1 h / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-chlorophthalimide; iodine; triethylamine; zinc(II) chloride; methyl iodide; In tetrahydrofuran;
DOI:10.1021/ja047983a