(E)-1-HEXENE-1,2-DIBORONIC ACID BIS(PINACOL) ESTER synthesis
- Product Name:(E)-1-HEXENE-1,2-DIBORONIC ACID BIS(PINACOL) ESTER
- CAS Number:185427-48-9
- Molecular formula:C18H34B2O4
- Molecular Weight:336.08
693-02-7
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25015-63-8
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$22.39/5G
185427-48-9
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$60.10/1g
Yield: 50%
Reaction Conditions:
with bis(1,5-cyclooctadiene)diiridium(I) dichloride;tert-butylisonitrile;carbon monoxide at 50; under 760.051 Torr;
Steps:
4.8. Preparative-scale of DHDB
General procedure: 4.8.1. General procedure To a 25 mL PTFE-valved gas-tight flask, 6.7 mg (0.01 mmol) [Ir(COD)Cl] 2 , 11 μL (0.08 mmol) t BuNC, 2.0 mmol alkyne and 871 μL (6.0 mmol) HBpin was loaded in an Argon-filled glove box. The flask was taken out of the box and degassed via freeze-pump-thaw 3 times, and then refilled with 1 atm CO. The resulting mixture was heated in 50 °C for 15 h. The flask was transferred to the box, and the volatile was removed under vacuum. The diboration prod- uct was then isolated by the following methods. For A3 and A7 : the residue was dissolved with toluene and filtered through a short pad of Celite. Toluene solution was concentrated and then layered with pentane. Crystalline solid A3-Bpin2 and A7-Bpin2 were col- lected after slow diffusion overnight at -35 °C freezer. For A4 : A4- Bpin2 was purified by chromatography on silica gel with 2:1 hex- ane:acetone.
References:
Lai, Qingheng;Ozerov, Oleg V. [Journal of Organometallic Chemistry,2021,vol. 931,art. no. 121614]
693-02-7
159 suppliers
$10.00/1g
73183-34-3
575 suppliers
$6.00/5g
185427-48-9
22 suppliers
$60.10/1g