2,2′-((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Base Information

Chemical Name:2,2′-((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
CAS No.:373502-69-3
Molecular Formula:C₃₇H₄₀B₂O₄
Molecular Weight:570.344
Hs Code.:

Synonyms:2,2′-((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

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Chemical Property of 2,2′-((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

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Technology Process of 2,2′-((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

There total 3 articles about 2,2′-((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 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: 94.0%

: 4,4′-(9H-fluorene-9,9-diyl)bis(N,N,N-trimethylbenzenaminium)trifluoromethanesulfonate

: 73183-34-3
bis(pinacol)diborane

: 373502-69-3
2,2′-((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Guidance literature:: With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; potassium tert-butylate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; In 2-ethoxy-ethanol; toluene; at 50 ℃; for 24h; Schlenk technique; Inert atmosphere;
DOI:10.1021/acs.joc.5b02557

Reference yield: 50.0%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 5419-55-6
Triisopropyl borate

: 128406-10-0
9,9-bis(4-bromophenyl)-9H-fluorene

: 373502-69-3
2,2′-((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Guidance literature:: 9,9-bis(4-bromophenyl)-9H-fluorene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 25h;

2,3-dimethyl-2,3-butane diol; In benzene;
DOI:10.1002/chem.201300466

Reference yield:

: 15499-84-0
9,9-bis(4-aminophenyl)fluorene

: 373502-69-3
2,2′-((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Guidance literature:: Multi-step reaction with 2 steps

1.1: formic acid; sodium cyanoborohydride / methanol / 16 h / 0 - 20 °C / pH 3 - 4 / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: bis(1,5-cyclooctadiene)nickel⁽⁰⁾; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; potassium tert-butylate / toluene; 2-ethoxy-ethanol / 24 h / 50 °C / Schlenk technique; Inert atmosphere

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; formic acid; potassium tert-butylate; sodium cyanoborohydride; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; In methanol; 2-ethoxy-ethanol; toluene;
DOI:10.1021/acs.joc.5b02557