4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6'',6'''-dimethoxy-4''''-methyl-1,1':4',1'':3'',1''':3''',1''''-quinquephenyl

Base Information

Chemical Name:4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6'',6'''-dimethoxy-4''''-methyl-1,1':4',1'':3'',1''':3''',1''''-quinquephenyl
CAS No.:927384-62-1
Molecular Formula:C₄₃H₃₅BN₂O₂
Molecular Weight:622.574
Hs Code.:

Synonyms:4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6'',6'''-dimethoxy-4''''-methyl-1,1':4',1'':3'',1''':3''',1''''-quinquephenyl

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Chemical Property of 4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6'',6'''-dimethoxy-4''''-methyl-1,1':4',1'':3'',1''':3''',1''''-quinquephenyl

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Technology Process of 4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6'',6'''-dimethoxy-4''''-methyl-1,1':4',1'':3'',1''':3''',1''''-quinquephenyl

There total 10 articles about 4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6'',6'''-dimethoxy-4''''-methyl-1,1':4',1'':3'',1''':3''',1''''-quinquephenyl 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: 89.0%

: 927384-44-9
2-(4-bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de] [1,3,2]diazaborinine

: 927384-60-9
4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6',6''-dimethoxy-4'''-methyl-1,1':3',1'':3'',1'''-quaterphenyl

: 927384-62-1
4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6'',6'''-dimethoxy-4''''-methyl-1,1':4',1'':3'',1''':3''',1''''-quinquephenyl

Guidance literature:: With water; cesium fluoride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; water; B compd. reacted with aq. acid in THF at room temp., reacted with Pd complex and CsF in THF at 60°C;
DOI:10.1021/ja067975p

Reference yield:

: 927384-44-9
2-(4-bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de] [1,3,2]diazaborinine

: 927384-61-0
C₂₇H₂₅BO₄

: 927384-62-1
4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6'',6'''-dimethoxy-4''''-methyl-1,1':4',1'':3'',1''':3''',1''''-quinquephenyl

Guidance literature:: With cesium fluoride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; at 20 - 60 ℃; for 32h;
DOI:10.1021/ja067975p

Reference yield:

: 927384-45-0
4-bromo-2-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-1-methoxybenzene

: 927384-62-1
4-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-6'',6'''-dimethoxy-4''''-methyl-1,1':4',1'':3'',1''':3''',1''''-quinquephenyl

Guidance literature:: Multi-step reaction with 5 steps

1: 1.55 g / CsF / Pd[P(t-Bu)3]2 / tetrahydrofuran / 9 h / 60 °C

2: aq. H₂SO₄ / tetrahydrofuran / 14 h / 20 °C

3: 2.04 g / CsF / Pd[P(t-Bu)3]2 / tetrahydrofuran / 24 h / 60 °C

4: aq. H₂SO₄ / tetrahydrofuran / 10 h / 20 °C

5: 523.0 mg / CsF / Pd[P(t-Bu)3]2 / tetrahydrofuran / 32 h / 20 - 60 °C

With sulfuric acid; cesium fluoride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; 1: Suzuki-Miyaura reaction / 3: Suzuki-Miyaura reaction / 5: Suzuki-Miyaura reaction;
DOI:10.1021/ja067975p