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ChemicalBook CAS DataBase List 2-[7-(tert-Butyl)pyren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1270030-08-4

2-[7-(tert-Butyl)pyren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane synthesis

2synthesis methods
-

Yield: 88%

Reaction Conditions:

Stage #1:bis(pinacol)diborane with bis(1,5-cyclooctadiene)diiridium(I) dichloride;4,4'-di-tert-butyl-2,2'-bipyridine in hexane for 0.0833333 h;Inert atmosphere;
Stage #2:2-(tert-butyl)pyrene in hexane at 80; for 24 h;Inert atmosphere;

Steps:

4 Preparation of 2-pinacol borate-7-tert-butylpyrene
Under argon, a catalyst [Ir(COD)Cl]2 (60 mg) was added to a 100 mL three-Ligand dtbpy (105mg) and a small amount of associated pinacolato ester and 7.5mL hexane dissolved, stirring vigorously for about 5min until the solution becomes blue-purple,Then, 2.58 g (10 mmol) of 2-tert-butylpyrene and 2.79 g (11 mmol) of boronic acid 30mL n-hexane. 80 °C oil bath for 24 h, the reaction mixture was passed through a short silica gel column to remove the residual metal iridium catalyst. After removal of the solvent by flash chromatography, 3.38 g of a white solid was isolated in 88% yield.

References:

Wuhan Institute of Technology;WANG, FENG;LI, YUDA;WANG, XUNCHANG CN104341335, 2016, B Location in patent:Paragraph 0048-0051